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

HRID 270150

反応式

HRID 270150 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 19090360{[tert-Butyl(diphenyl)silyl]oxy}acetyl Chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-4a51facb11084786b90bd8496d7c1722
出典データセット
uspto-grants-2008_11
特許番号
US07449468B2

関連ノート

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