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

HRID 987286노트

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HRID 987286 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a256c13c20e94b9c8037bb3b9c9e359d
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630600B1

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