Bromide ion → 2-(Trifluoromethyl)benzhydryl bromide

HRID 1720852노트

반응식

HRID 1720852 반응식
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1[CH:5](O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.P(Br)(Br)[Br:20].[Br-]>C(OCC)C>[F:1][C:2]([F:18])([F:17])[C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1[CH:5]([Br:20])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 259Bromide ionHCID 24614Phosphorus tribromideHCID 27774012-(Trifluoromethyl)benzhydrol

생성물 1

HCID 224164932-(Trifluoromethyl)benzhydryl bromide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

2-(Trifluoromethyl)benzhydrol (20.2 g, 79.9 mmol) was dissolved in ethyl ether (195 mL), and cooled in an ice-H2O bath, under N2. To the resulting solution was added, dropwise, a solution of PBr3 (3.80 mL, 40.0 mmol) in ethyl ether (95 mL). After addition was complete, the reaction mixture was brought to room temperature and stirred for 16 hours. The reaction mixture was cooled in an ice-H2O bath and quenched with H2O (200 mL). The aqueous layer was extracted with ethyl ether (2×200 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated to dryness at low heat to give a quantitative yield of product bromide as a pale yellow oil. 300 MHz 1H NMR (CDCl3): δ6.69 (s, 1H, (Ph)2CH. MS: 235 (M+ -Br).

후처리

  1. temperaturecooled in an ice-H2O bath, under N2
  2. additionTo the resulting solution was added
  3. additionAfter addition
  4. customwas brought to room temperature
  5. temperatureThe reaction mixture was cooled in an ice-H2O bath
  6. customquenched with H2O (200 mL)
  7. extractionThe aqueous layer was extracted with ethyl ether (2×200 mL)
  8. dry with materialThe combined organic extracts were dried (MgSO4)
  9. filtrationfiltered
  10. concentrationconcentrated to dryness
  11. temperatureat low heat

출처 및 근거

ORD 기록
ord-d6bbe4e9d4cb47f2a44983397c5c7d8f
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05508273

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