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

HRID 549540ノート

反応式

HRID 549540 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a68a4d39cefe45179c33cbb011657172
出典データセット
uspto-grants-2011_05
特許番号
US07943669B2

反応ノート

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