Maximum quantity allowed is 999
CAS RN: 865-47-4 | 产品编码: P1008
Potassium tert-Butoxide
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Appearance | White to Light yellow powder to crystal |
Purity(Neutralization titration) | min. 97.0 % |
熔点 | 240 °C(dec.) |
溶解性(可溶于) | 乙醚 |
象形图 |
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信号词 | 危险 |
危险性说明 | H314 : 造成严重皮肤灼伤和眼损伤。 H251 : 自热;可能燃烧。 |
防范说明 | P501 : 将内装物/容器送到批准的废物处理厂处理。 P260 : 不要吸入粉尘或烟雾。 P235 + P410 : 保持低温。防日光照射。 P264 : 作业后彻底清洗皮肤。 P280 : 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P303 + P361 + P353 : 如皮肤(或头发)沾染:立即脱掉所有沾污的衣物。用水清洗皮肤/淋浴。 P301 + P330 + P331 : 如误吞咽:漱口。不要诱导呕吐。 P363 : 沾染的衣服清洗后方可重新使用。 P304 + P340 + P310 : 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。立即呼叫急救中心/医生。 P305 + P351 + P338 + P310 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。立即呼叫急救中心/医生。 P407 : 垛/托盘之间应留有空隙。 P420 : 远离其他材料存放。 P405 : 存放处须加锁。 |
UN编号 | UN3206 |
类别 | 4.2 / 8 |
包装类别 | II |
监管条件代码(*) |
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Used Chemicals
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Procedure
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To a solution of benzyl alcohol (540 mg, 5.0 mmol), benzonitrile (1.03 g, 10 mmol, 2.0 eq.) in 1,4-dioxane (10 mL) was added potassium tert-butoxide (1.12 g, 10.0 mmol, 2.0 eq.) at r.t. and the mixture was stirred at 130 °C for overnight. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 0:1 - 1:2) several times, giving N-benzylbenzamide as a white solid (513 mg, 49% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
The reaction was carried out using a pressure-resistant test tube.
Purification by column chromatography was performed several times.
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Analytical Data
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N-benzylbenzamide
1H NMR (270 MHz, DMSO-d6); δ 9.05 (brt, 1H, J = 5.4 Hz), 7.90 (dd, 1H, J = 7.3, 1.6 Hz), 7.56-7.44 (m, 3H), 7.36-7.32 (m, 4H), 7.25 (q, 1H, J = 7.3 Hz).
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Lead Reference
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- Direct Synthesis of Amides from Benzonitriles and Benzylic Alcohols via a KOt‑Bu-Mediated MPV-type Hydrogen Transfer Process
References
- 1)Transesterification/Acylation of Secondary Alcohols Mediated by N-Heterocyclic Carbene Catalysts
- 2)Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
References
- Potassium tert-Butoxide-Catalyzed Dehydrogenative Si-O Coupling: Reactivity Pattern and Mechanism of an Underappreciated Alcohol Protection
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
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