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Carbon tetrabromide → 2-(Trifluoromethoxy)benzyl bromide

HRID 1740593
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반응식

HRID 1740593 반응식
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:34]>CCOCC>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][Br:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 27772452-(Trifluoromethoxy)benzyl alcohol

생성물 1

HCID 27772542-(Trifluoromethoxy)benzyl bromide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred solution of 2-trifluoromethoxybenzyl alcohol (0.81 g, 4.5 mmol) from Step 1 above in ether (20 mL) at 0° C. was added triphenylphosphine (2.4 g, 9.2 mmol) and CBr4 (3.0 g, 9.2 mmol). The mixture was warmed to ambient temperature and stirred for 18 h. The ether was decanted from the gummy precipitate of triphenylphosphine oxide and evaporated under reduced pressure. The residue was purified by pressurized silica gel column chromatography using hexanes as eluant to give 2-trifluoromethoxybenzyl bromide as a colorless liquid (TLC Rf =0.80 (hexanes)).

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후처리

  1. customThe ether was decanted from the gummy precipitate of triphenylphosphine oxide
  2. customevaporated under reduced pressure
  3. customThe residue was purified by pressurized silica gel column chromatography

출처 및 근거

ORD 기록
ord-9121b104c65a455fa81be3fc4bb025dd
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05968938

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