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

HRID 51795노트

반응식

HRID 51795 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

반응 조건

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
  3. dry with material10% aqueous HCl, saturated NaHCO3, and saturated NaCl before being dried (MgSO4)
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-73c9d9b2eb2d41caa0a2a84708d3686e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713647B2

반응 노트

불러오는 중…