Ethyl Acetate → (Chloromethyl)(triphenyl)silane

HRID 1980508

반응식

HRID 1980508 반응식
[Cl:1][CH2:2][Si:3](Cl)(Cl)Cl.[C:7]1([Li])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(O[CH2:18][CH3:19])(=O)C>CCOCC>[Cl:1][CH2:2][Si:3]([C:19]1[CH:18]=[CH:9][CH:8]=[CH:7][CH:12]=1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 15258Trichloro(chloromethyl)silaneHCID 178506676HCID 178506676, 화합물

생성물 1

HCID 261116(Chloromethyl)(triphenyl)silane

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A solution of 12.6 ml (18.4 g, 0.10 mol) of (chloromethyl)trichlorosilane in 150 ml of dry ether was stirred under nitrogen and chilled in ice while 162 ml (0.30 mol) of 1.85 molar phenyllithium in cyclohexane-ether 70:30 was added dropwise at a rate that held the mixture below 15° C. The resulting slurry was stirred overnight at room temperature, treated carefully with 10 ml of ethyl acetate to quench any remaining phenyllithium, washed with water and brine, dried over magnesium sulfate, and evaporated to leave 33 g of sticky solid. Recrystallization from 30 ml of cyclohexane provided 15.8 g (51%) of the title compound as an off white solid: m.p. 112°-115° C.; ir (Nujol®) 1420, 1110, 735, 730, 705, 695 cm-1 ; nmr (CDCl3) 3.5 (2H, s), 7.0-7.8 (15H, m).

후처리

  1. additionwas added dropwise at a rate that
  2. customthe mixture below 15° C
  3. customto quench any remaining phenyllithium
  4. washwashed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-4ebcbc91dd45421ab94367c53b75cbf1
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04510136

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