Sodium borohydride → {4-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]phenyl}methanol

HRID 2194861노트

반응식

HRID 2194861 반응식
[Cl:1][C:2]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1.[BH4-].[Na+]>C1COCC1.CO>[Cl:1][C:2]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][OH:13])=[CH:10][CH:9]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 579560774-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]benzaldehyde

생성물 1

HCID 67447508{4-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]phenyl}methanol

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a solution of the aldehyde from Step 2 (1 eq.) in a mixture of THF/MeOH (2/1, 0.21M) was added portion wise sodium borohydride (1.5 eq.). The mixture was stiffed 3 h at room temperature, quenched slowly with 1N HCl and finally concentrated in vacuo. The residual aqueous phase was extracted with diethylether twice. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. Stirring the residue in 10% Et2O/Hex for 4 h followed by filtration afforded the desired alcohol as a white crystalline solid.

후처리

  1. customquenched slowly with 1N HCl
  2. concentrationfinally concentrated in vacuo
  3. extractionThe residual aqueous phase was extracted with diethylether twice
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. filtrationfollowed by filtration

출처 및 근거

ORD 기록
ord-062e222120974d5cb3fbde44196a10f5
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334308B2

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