Water → (4-Bromo-2-methyl-benzyloxy)-trimethylsilane

HRID 278781노트

반응식

HRID 278781 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([CH3:10])[CH:3]=1.C(N(CC)CC)C.Cl[Si:19]([CH3:22])([CH3:21])[CH3:20].O>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][Si:19]([CH3:22])([CH3:21])[CH3:20])=[C:4]([CH3:10])[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 22280088(4-Bromo-2-methylphenyl)methanol2회

생성물 1

HCID 22568853(4-Bromo-2-methyl-benzyloxy)-trimethylsilane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
25 °C

실험 절차

To a solution of (4-bromo-2-methyl-phenyl)-methanol (Intermediate 133, 500.0 mg, 2.48 mmols), in 10 mL THF was added triethylamine (374.0 mg, 3.70 mmols) and chlorotrimethylsilane (297.0 mg, 2.70 mmols). The resulting solution was stirred for 17 hours at 25° C. and then treated with H2O and extracted with Et2O. The combined organic layers were washed with H2O, 10% aqueous HCl, saturated NaHCO3, and saturated NaCl before being dried (MgSO4) and concentrated under reduced pressure. The title compound, 550.0 mg (81%), was isolated by column chromatography (5% EtOAc-hexanes) as a colorless oil.

후처리

  1. extractionextracted with Et2O
  2. washThe combined organic layers were washed with H2O, 10% aqueous HCl, saturated NaHCO3, and saturated NaCl
  3. dry with materialbefore being dried (MgSO4)
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2e9822cac77f46399e9f25ea0dc7164e
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359135B1

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