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

HRID 2197922노트

반응식

HRID 2197922 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-1165335a63734cfa82a802118e0fdd81
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338605B2

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