Water → (3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol

HRID 1969184노트

반응식

HRID 1969184 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][Si:11]([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12])[CH:9]=1)[CH:5]=[O:6].[BH4-].[Na+].O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[C:8]([O:10][Si:11]([C:14]([CH3:15])([CH3:16])[CH3:17])([CH3:13])[CH3:12])[CH:9]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 577919013-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehyde

생성물 1

HCID 57791917(3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-benzaldehyde (7 g, 22.2 mmol) was dissolved in THF and sodium borohydride (0.92 g; 24.4 mmol) was added. The reaction mixture was stirred at room temperature for 2 h and water was added, and the reaction mixture was partly evaporated to strip off THF. Ethyl acetate was added and the phases separated. The organic phase was washed with water, dried, and evaporated to dryness. Yield: 6.4 g; HPLC-MS: m/z: 317.0 (M+); Rt: 2.37 min.

후처리

  1. customthe reaction mixture was partly evaporated
  2. additionEthyl acetate was added
  3. customthe phases separated
  4. washThe organic phase was washed with water
  5. customdried
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d287ffcaf1d344a386912bb509b6fb9a
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426473B2

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