Water → 3-Ethyl-5-(2-methoxyethoxymethoxyphenyl)-2-cyclohexenone

HRID 1446982노트

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HRID 1446982 반응식
C(O[C:4]1[CH2:9][CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[CH2:7][C:6](=[O:23])[CH:5]=1)C.[CH2:24]([Li])[CH3:25].O>C1C=CC=CC=1>[CH2:24]([C:4]1[CH2:9][CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[CH2:7][C:6](=[O:23])[CH:5]=1)[CH3:25]

참가 물질

5

반응물 3

HCID 962WaterHCID 205521113-Ethoxy-5-(2-methoxyethoxymethoxyphenyl)-2-cyclohexenoneHCID 178506846HCID 178506846, 화합물

생성물 1

HCID 205521173-Ethyl-5-(2-methoxyethoxymethoxyphenyl)-2-cyclohexenone

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

A solution of 3-ethoxy-5-(2-methoxyethoxymethoxyphenyl)-2-cyclohexenone (2.0 g) in benzene (60 ml) was added dropwise with stirring in an atmosphere of dry nitrogen to an ice-cooled 1.5 M solution of ethyllithium in benzene (20.8 ml). When the addition was complete, water was added and the mixture was allowed to stand overnight at room temperature. The benzene layer was separated and the aqueous layer was extracted with ether. The organic solutions were combined, dried and the solvents were evaporated under reduced pressure. The residue was purified by preparative-layer chromatography on silica gel using a mixture of ethyl acetate and petroleum ether (b.p. 60°-80°) for elution to afford the title compound (0.65 g) as a pale yellow oil. (Found: C, 70.9; H, 7.7. C18H24O4 requires C, 71.0; H, 7.9%.)

후처리

  1. additionWhen the addition
  2. customThe benzene layer was separated
  3. extractionthe aqueous layer was extracted with ether
  4. customdried
  5. customthe solvents were evaporated under reduced pressure
  6. customThe residue was purified by preparative-layer chromatography on silica gel using
  7. additiona mixture of ethyl acetate and petroleum ether (b.p. 60°-80°)
  8. washfor elution

출처 및 근거

ORD 기록
ord-c5fe46a367fe4ec0b1f2824a37ea6ece
출처 데이터셋
uspto-grants-1982_02
특허 번호
US04315006

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