Ethylene Oxide → 3-Benzenesulfonyl-3-methyl-butan-1-ol

HRID 2212069노트

반응식

HRID 2212069 반응식
C([Li])CCC.[C:6]1([S:12]([CH:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:18]1[O:20][CH2:19]1>O1CCCC1>[C:6]1([S:12]([C:15]([CH3:17])([CH3:16])[CH2:19][CH2:18][OH:20])(=[O:14])=[O:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 6354Ethylene OxideHCID 199476((1-Methylethyl)sulfonyl)benzeneHCID 178418339Butyllithium

생성물 1

HCID 149069793-Benzenesulfonyl-3-methyl-butan-1-ol수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-40 °C

실험 절차

A solution of n-butyllithium in cyclohexanes (1.8M, 35.1 ml; 63.18 mmol) was added dropwise to a stirred solution of isopropyl phenyl sulphone (9.95 g, 54 mmol) in tetrahydrofuran (100 ml) keeping the temperature of the mixture below −60° C. The mixture was stirred for 30 min. and ethylene oxide was passed through the reaction mixture for 10 min. The mixture was warmed up to −40° C. for 30 min., then quenched with sat. aqueous NH4Cl and extracted into ethyl acetate. The combined organic extracts were dried (Na2SO4) and concentrated. The residue was purified on silica gel (i-hexane:ethyl acetate) to give the title compound (12.3 g, 99%).

후처리

  1. customthe temperature of the mixture below −60° C
  2. customquenched with sat. aqueous NH4Cl
  3. extractionextracted into ethyl acetate
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was purified on silica gel (i-hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-f8737e092ee344178f600929b7151bbd
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07101892B2

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