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

HRID 2358758ノート

反応式

HRID 2358758 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-d029e69cdf354ed4bb35c5a3e02602f6
出典データセット
uspto-grants-2010_07
特許番号
US07763731B2

反応ノート

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