Sodium borohydride → [3-(4-Chloro-2-nitro-phenoxy)-phenyl]-methanol

HRID 2197922ノート

反応式

HRID 2197922 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=2)[CH:10]=[O:11])=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH2:10][OH:11])[CH:12]=[CH:13][CH:14]=2)=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 92813413-(4-Chloro-2-nitro-phenoxy)-benzaldehyde

生成物 1

HCID 68456706[3-(4-Chloro-2-nitro-phenoxy)-phenyl]-methanol収率 94.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To the product from Example 176a (2.0 g. 7.2 mmol) in ethanol (25 mL) was added sodium borohydride (0.32 g, 8.6 mmol). The reaction was stirred for 4 h. The excess sodium borohydride was destroyed by the addition of acetic acid. The reaction was poured into water and extracted with ethyl acetate. The organic layer was separated and washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (1.9 g, 94%).

後処理

  1. customThe excess sodium borohydride was destroyed by the addition of acetic acid
  2. additionThe reaction was poured into water
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with water, brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-1165335a63734cfa82a802118e0fdd81
出典データセット
uspto-grants-2012_12
特許番号
US08338605B2

反応ノート

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