2-(Benzyloxy)-5-bromobenzaldehyde → (2-(Benzyloxy)-5-bromophenyl)methanol

HRID 427749

반응식

HRID 427749 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH:11]=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 7330872-(Benzyloxy)-5-bromobenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 897136(2-(Benzyloxy)-5-bromophenyl)methanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of 2-benzyloxy-5-bromobenzaldehyde (14.5 g, 50.2 mmol) in absolute ethanol (250 ml) was treated with sodium borohydride (2.6 g, 68.8 mmol). The reaction was stirred and the temperature slowly rose to 33° C. After 1 hour the reaction mixture was evaporated and the residue dissolved in ethyl acetate and poured into a mixture of ice water (200 ml) and 1N HCl (25 ml). The organic layer was separated, washed with aqueous sodium hydrogen carbonate, brine, dried (Na2SO4) and evaporated to give 2-benzyloxy-5-bromobenzyl alcohol as a pale yellow oil (14.85 g, quantitative).

후처리

  1. customslowly rose to 33° C
  2. customAfter 1 hour the reaction mixture was evaporated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. additionpoured into a mixture of ice water (200 ml) and 1N HCl (25 ml)
  5. customThe organic layer was separated
  6. washwashed with aqueous sodium hydrogen carbonate, brine
  7. dry with materialdried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-325e740b45744e5babf8867b57e39f40
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313148B1

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