Methyl alpha-phenylbenzeneacetate → Methyl 2-fluoro-2,2-diphenylacetate

HRID 1656806

반응식

HRID 1656806 반응식
[CH:1]([C:14]([O:16][CH3:17])=[O: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.C1C=CC(S(N(S(C2C=CC=CC=2)(=O)=O)[F:28])(=O)=O)=CC=1>O1CCCC1>[C:1]([C:14]([O:16][CH3:17])=[O:15])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[F:28]

참가 물질

4

반응물 2

HCID 77019Methyl alpha-phenylbenzeneacetateHCID 588007N-Fluorobenzenesulfonimide

생성물 1

HCID 13222568Methyl 2-fluoro-2,2-diphenylacetate수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

4.8 milliliters KN(SiCH3)2 were dropped into 5 milliliters (C6H5)2CHCOOCH3 in tetrahydrofuran at -78° C. and the resulting yellow suspension was stirred for 45 minutes. 1.2 molar equivalents N-fluorobenzenesulfonimide prepared according to Example 1 above in 4 milliliters tetrahydrofuran were dropped into the mixture and stirring continued at -78° C. for 1 hour. The mixture was allowed to warm up to room temperature, quenched with ammonium chloride, and acidified with 0.1N hydrogen chloride. Extraction with dichloromethane, drying, and evaporation were followed by purification on a silica gel column. White crystalline (C6H5)2CFCOOCH3 was obtained in 82% yield.

후처리

  1. additionwere dropped into the mixture
  2. stirringstirring
  3. waitcontinued at -78° C. for 1 hour
  4. customquenched with ammonium chloride
  5. extractionExtraction with dichloromethane
  6. customdrying
  7. customevaporation
  8. customwere followed by purification on a silica gel column

출처 및 근거

ORD 기록
ord-f22a2215997a4cb2adf2976ebed4cca1
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05254732

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