Boron trifluoride etherate → 3-(4-Benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester

HRID 987286ノート

反応式

HRID 987286 の反応式
[CH2:1]([O:3][C:4](=[O:26])[C:5]([O:23][CH2:24][CH3:25])([CH3:22])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:10][CH:9]=1)O)[CH3:2].C([SiH](CC)CC)C.B(F)(F)F.CCOCC>ClCCl>[CH2:1]([O:3][C:4](=[O:26])[C:5]([O:23][CH2:24][CH3:25])([CH3:22])[CH2:6][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][CH:9]=1)[CH3:2]

参加物

5

反応物 3

HCID 8000Boron trifluoride etherateHCID 12052TriethylsilaneHCID 542946983-(4-Benzyloxyphenyl)2-ethoxy-3-hydroxy-2-methyl propanoic acid ethyl ester

生成物 1

HCID 545457393-(4-Benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester収率 101.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

3-(4-Benzyloxyphenyl)-2-ethoxy-3-hydroxy-2-methyl propanoic acid ethyl ester (0.358 g; 1 mmole) and triethylsilane (0.32 ml; 2 mmole) were dissolved in dry dichloromethane (4 ml) and cooled to 0° C. whereafter borontrifluoride etherate (0.284 g; 2 mmole) was added. The reaction mixture was then stirred at 0° C. for 2.5 hours and then quenched by addition of saturated sodium hydrogencarbonate (10 ml) and dichloromethane (10 ml). The aqueous layer was extracted three times with diethyl ether. The organic phases were combined and dried over sodium sulfate. Evaporation of the solvent gave 0.349 g (100% yield) of 3-(4-benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester.

後処理

  1. additionwas added
  2. customquenched by addition of saturated sodium hydrogencarbonate (10 ml) and dichloromethane (10 ml)
  3. extractionThe aqueous layer was extracted three times with diethyl ether
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-a256c13c20e94b9c8037bb3b9c9e359d
出典データセット
uspto-grants-2003_10
特許番号
US06630600B1

反応ノート

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