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Boron trifluoride etherate → Tert-butyl 2-(3-bromophenyl)acetate

HRID 1369052
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인쇄 미리보기

반응식

HRID 1369052 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[C:12](NC(=O)C(Cl)(Cl)Cl)([CH3:15])([CH3:14])[CH3:13].B(F)(F)F.CCOCC.C(=O)(O)[O-].[Na+]>C1CCCCC1.C(Cl)Cl>[C:12]([O:10][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)([CH3:15])([CH3:14])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8000Boron trifluoride etherateHCID 74653(3-Bromophenyl)acetic acidHCID 304045N-tert-butyl-2,2,2-trichloroacetamideHCID 516892Sodium Bicarbonate

생성물 1

HCID 53936336Tert-butyl 2-(3-bromophenyl)acetate수율 72.3%

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 8078Cyclohexane용매

실험 절차

To a solution of 3-bromo-phenyl-acetic acid (10 gm, 46.5 mmol) and methylene chloride (47 mL) was added a solution of t-butyl-2,2,2-trichloroacetamidate (20.3 g, 93.0 mmol) and cyclohexane (186 mL) followed by borontrifluoride etherate (0.93 mL, 7.3 mmol). After stirring overnight, solid sodium bicarbonate was added and the reaction then filtered through a pad of silica gel utilizing methylene chloride as solvent. Concentration gave 9.11 g (72%) of a colorless oil.

후처리

  1. customthe reaction
  2. filtrationthen filtered through a pad of silica gel
  3. concentrationConcentration

출처 및 근거

ORD 기록
ord-cca7140ce1db4a45bb5514cb2f394cec
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06576632B1

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