Carbon Tetrachloride → 2-Bromo-4-tert-butylphenol

HRID 929551

반응식

HRID 929551 반응식
[Br:1]Br.[C:3]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)([CH3:6])([CH3:5])[CH3:4].C(Cl)(Cl)(Cl)Cl>C(Cl)(Cl)Cl>[Br:1][C:11]1[CH:12]=[C:7]([C:3]([CH3:6])([CH3:4])[CH3:5])[CH:8]=[CH:9][C:10]=1[OH:13]

참가 물질

5

반응물 3

HCID 5943Carbon TetrachlorideHCID 73934-tert-ButylphenolHCID 24408Bromine2회

생성물 1

HCID 751472-Bromo-4-tert-butylphenol수율 100.1%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A solution of bromine (7.18 mL, 0.14 mol) in chloroform (25 mL) was added dropwise over 2 hours to a solution of 4-tert-butyl-phenol (20 g, 0.133 mol) in 1:1 v/v chloroform:carbon tetrachloride (64 mL) at 0° C. under nitrogen until a slight red coloration persisted (approximately 1 mL of bromine solution remained). The reaction mixture was then purged with nitrogen overnight. The resulting tan solution was diluted with dichloromethane (50 mL), washed with 1% aqueous sodium thiosulfate solution (100 mL) and saturated brine (100 mL), dried (MgSO4), filtered and concentrated under reduced pressure to give 2-bromo-4-(tert-butyl)phenol (30.5 g, quantitative yield) as a colorless oil.

후처리

  1. customat 0° C.
  2. customThe reaction mixture was then purged with nitrogen overnight
  3. additionThe resulting tan solution was diluted with dichloromethane (50 mL)
  4. washwashed with 1% aqueous sodium thiosulfate solution (100 mL) and saturated brine (100 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ddfbf0d8926b460eb861a8da8e329804
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296696B2

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