4-Bromo-3-methylbenzoic acid → (4-Bromo-3-methylphenyl)methanol

HRID 234761

반응식

HRID 234761 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[CH3:11]>O1CCCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[CH3:11]

참가 물질

3

반응물 1

HCID 821314-Bromo-3-methylbenzoic acid

생성물 1

HCID 10987288(4-Bromo-3-methylphenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
20 °C

실험 절차

93 ml of a 1M solution of borane-tetrahydrofuran complex in tetrahydrofuran are added dropwise to a solution of 10 g (46.5 mmol) of 4-bromo-3-methyl-benzoic acid in 100 ml of tetrahydrofuran at 0° C. under argon. After the reaction mixture has been heated to 20° C., it is stirred at this temperature for 16 hours. The excess borane complex is then destroyed by careful addition of water (end of the evolution of hydrogen), the mixture is extracted twice with in each case 250 ml of ethyl acetate and the combined organic phases are washed twice with in each case 100 ml of saturated sodium bicarbonate solution, water and saturated sodium chloride solution, dried over sodium sulphate and concentrated. The compound is reacted further without purification.

후처리

  1. customThe excess borane complex is then destroyed by careful addition of water (end of the evolution of hydrogen), the mixture
  2. extractionis extracted twice with in each case 250 ml of ethyl acetate
  3. washthe combined organic phases are washed twice with in each case 100 ml of saturated sodium bicarbonate solution, water and saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customThe compound is reacted further without purification

출처 및 근거

ORD 기록
ord-b9ae21cd79dc49bf8ce25b4dfb2da715
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05596006

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