Methanol → (3-Bromo-4-methoxyphenyl)methanol

HRID 483816

반응식

HRID 483816 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5](O)=[O:6].B.CO>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH2:5][OH:6]

참가 물질

5

반응물 3

HCID 887MethanolHCID 6331BoraneHCID 668363-Bromo-4-methoxybenzoic acid

생성물 1

HCID 13551346(3-Bromo-4-methoxyphenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
75 °C

실험 절차

To a solution of 9.8 g (42 mmol) of 3-bromo-4-methoxybenzoic acid in THF (100 mL) was added 1M solution of borane in THF (130 mL) at r.t. under nitrogen. The resulting solution was then heated at 75° C. for 30 min. The reaction mixture was then cooled to r.t. and MeOH (0.5 mL) was slowly added. The mixture was concentrated and successively treated with MeOH (0.5 mL), evaporated (2×) and finally triturated with Et2O and filtered to yield the title product as a solid, m.p.: 49°-54° C.

후처리

  1. temperatureThe reaction mixture was then cooled to r.t.
  2. concentrationThe mixture was concentrated
  3. additionsuccessively treated with MeOH (0.5 mL)
  4. customevaporated (2×)
  5. customfinally triturated with Et2O
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-2f573df658cc4f0392b15634363b103d
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05227399

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