Hydrochloric Acid → 3-((3-Methoxyphenyl)methyl)cyclohexanone

HRID 377309노트

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HRID 377309 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][Mg]Cl.[C:12]1(=[O:18])[CH2:17][CH2:16][CH2:15][CH:14]=[CH:13]1.C[Si](Cl)(C)C.Cl>O1CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH:14]1[CH2:15][CH2:16][CH2:17][C:12](=[O:18])[CH2:13]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6397ChlorotrimethylsilaneHCID 135942-Cyclohexen-1-oneHCID 178490222HCID 178490222, 화합물

생성물 1

HCID 193584913-((3-Methoxyphenyl)methyl)cyclohexanone수율 49.1%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

To a solution of 3-methoxybenzylmagnesium chloride (19.8 mole) in tetrahydrofuran (20 ml) was added a mixture of 2-cyclohexen-1-one (1.9 g) and trimethylsilyl chloride (5.8 ml) in tetrahydrofuran (30 ml) at -78° C. under N2. The mixture was stirred for 1 hour at 0° C. The reaction mixture was poured into a mixture of ethyl acetate and 1N-hydrochloric acid and the organic layer was washed with saturated sodium bicarbonate aqueous solution and brine. The combined organic extracts were concentrated and the residue was purified by column chromatography on silica gel to give 3-(3-methoxybenzyl)cyclohexanone (2.12 g).

후처리

  1. washthe organic layer was washed with saturated sodium bicarbonate aqueous solution and brine
  2. concentrationThe combined organic extracts were concentrated
  3. customthe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-f7d8ff0ef89e4174b799a4d5af5f0e00
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025375

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