Resorcinol → 3-[(Tert-butyldimethylsilyl)oxy]phenol

HRID 1986373ノート

反応式

HRID 1986373 の反応式
[C:1]1([OH:8])[CH:6]=[CH:5][CH:4]=[C:3]([OH:7])[CH:2]=1.Cl[Si:10]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11].C(N(CC)CC)C>ClCCl>[C:13]([Si:10]([CH3:12])([CH3:11])[O:7][C:3]1[CH:2]=[C:1]([OH:8])[CH:6]=[CH:5][CH:4]=1)([CH3:16])([CH3:15])[CH3:14]

参加物

5

反応物 3

HCID 5054ResorcinolHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 114474403-[(Tert-butyldimethylsilyl)oxy]phenol収率 42.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1,3-Benzenediol (5 g, 45 mmol) in dichloromethane (150 mL) was treated with chloro(t-butyl)dimethylsilane (7.5 g, 50 mmol) and triethylamine (5 g, 50 mmol). The resulting mixture was stirred at rt for 16 h then concentrated in vacuo and the residue was partitioned between ethyl acetate and water. The organic phase was washed with 6N NaOH, then concentrated in vacuo. The residue was purified by column chromatography eluting with 20% ethyl acetate in hexane to afford the title compound (4.3 g, 42%). MS (ES+) m/e 225 [M+H]+.

後処理

  1. concentrationthen concentrated in vacuo
  2. customthe residue was partitioned between ethyl acetate and water
  3. washThe organic phase was washed with 6N NaOH
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with 20% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-bfd0744ece5f4548aaf1fc39583f6b9c
出典データセット
uspto-grants-2009_06
特許番号
US07547779B2

反応ノート

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