Thionyl Chloride → {[tert-Butyl(diphenyl)silyl]oxy}acetyl Chloride

HRID 1766118노트

반응식

HRID 1766118 반응식
[Si:1]([O:18][CH2:19][C:20]([OH:22])=O)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:25])=O>C(Cl)Cl>[Si:1]([O:18][CH2:19][C:20]([Cl:25])=[O:22])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 111415642-((tert-Butyldiphenylsilyl)oxy)acetic acid

생성물 1

HCID 19090360{[tert-Butyl(diphenyl)silyl]oxy}acetyl Chloride수율 100.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a 500 ml round-bottom flask was mixed {[tert-butyl(diphenyl)silyl]oxy}acetic acid (17 g, 54.0 mmoles, 1 eq), thionyl chloride (11.7 g, 0.162 moles, 3 eq) and dry CH2Cl2 (120 ml, 0.45M). This mixture was refluxed for 5 hours. After cooling to room temperature the volatiles were removed in vacuo. The resulting residue was washed twice with toluene and the toluene was subsequently removed in vacuo to remove excess thionyl chloride. This resulted in 18 g (100%) of titled compound.

후처리

  1. temperatureThis mixture was refluxed for 5 hours
  2. customwere removed in vacuo
  3. washThe resulting residue was washed twice with toluene
  4. customthe toluene was subsequently removed in vacuo
  5. customto remove excess thionyl chloride

출처 및 근거

ORD 기록
ord-71cb4c5f379f421eb599e83bc79b10af
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07229998B2

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