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Boron tribromide → (R)-3-(1-Aminoethyl)phenol

HRID 1020748
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HRID 1020748 반응식
C[O:2][C:3]1[CH:4]=[C:5]([C@H:9]([NH2:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br>C(Cl)Cl>[NH2:11][C@@H:9]([C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1)[CH3:10]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 7020759(R)-1-(3-Methoxyphenyl)ethylamine

생성물 1

HCID 40427058(R)-3-(1-Aminoethyl)phenol수율 112.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To the solution of (R)-1-(3-Methoxy-phenyl)-ethylamine (0.5 g, 3.31 mmol) in DCM (25 mL) at −78° C. was added 1.0M BBr3 solution in DCM (6.6 mL, 6.62 mmol) dropwise. The solution was warmed to room temperature and the reaction mixture was quenched with methanol (100 mL) and then concentrated in vacuo. This process was repeated until no white fumes were observed upon addition of methanol to afford 3-((R)-1-Amino-ethyl)-phenol as a pale yellow oil (0.51 g) which was used in the next step without further purification.

후처리

  1. customthe reaction mixture was quenched with methanol (100 mL)
  2. concentrationconcentrated in vacuo
  3. additionwere observed upon addition of methanol

출처 및 근거

ORD 기록
ord-b8976e43bd384dcda29050a7922d5460
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08716473B2

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