Ammonium Chloride → 4-(Hydroxymethyl)-2-methylphenol

HRID 1269596

반응식

HRID 1269596 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH3:10].[B-].CCCC[N+](CCCC)(CCCC)CCCC.[Cl-].[NH4+]>C(Cl)Cl>[OH:7][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([OH:1])=[C:3]([CH3:10])[CH:4]=1

참가 물질

5

반응물 3

HCID 25517Ammonium Chloride2회HCID 1399014-Hydroxy-3-methylbenzaldehydeHCID 9881569Tetra-N-butylammonium borohydride

생성물 1

HCID 142518564-(Hydroxymethyl)-2-methylphenol수율 78.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-hydroxy-3-methylbenzaldehyde (10 g, 73.5 mmol) in dry CH2Cl2 (550 mL) under nitrogen at 5° C. was added tetra-N-butylammonium borohydride (20.58 g, 80 mmol) and the resultant mixture stirred for 1.25 h at 5° C. Saturated ammonium chloride solution (30 mL) was added to the reaction mixture and the resultant mixture stirred for 1 h at 5° C. Saturated ammonium chloride solution (60 mL) was added and the reaction mixture extracted with CH2Cl2, dried (Na2SO4) and the solvents removed in vacuo. Purification by flushing through silica (2×150 g) eluting with EtOAc afforded the title compound as an oily yellow solid (8.01 g).

후처리

  1. extractionthe reaction mixture extracted with CH2Cl2
  2. dry with materialdried (Na2SO4)
  3. customthe solvents removed in vacuo
  4. customPurification
  5. customby flushing through silica (2×150 g)
  6. washeluting with EtOAc

출처 및 근거

ORD 기록
ord-65f961eafc8b4085a7dad5f5dd583874
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199239B2

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