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

HRID 427749

反応式

HRID 427749 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-325e740b45744e5babf8867b57e39f40
出典データセット
uspto-grants-2001_11
特許番号
US06313148B1

関連ノート

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