p-Toluenesulfonic acid monohydrate → 4-Toluenesulfonic acid 3-(4-chlorobenzyl)-1-methyl-2-oxo-cyclopentylmethyl ester

HRID 922738노트

반응식

HRID 922738 반응식
COC([C:5]1([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)[CH2:9][CH2:8][C:7]([CH2:11][O:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])([CH3:10])[C:6]1=[O:23])=O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([CH2:24][CH:5]2[CH2:9][CH2:8][C:7]([CH2:11][O:12][S:13]([C:16]3[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=3)(=[O:14])=[O:15])([CH3:10])[C:6]2=[O:23])=[CH:30][CH:29]=1

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 867182551-(4-Chlorobenzyl)-3-(4-toluenesulfonyloxy)methyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester

생성물 1

HCID 867182584-Toluenesulfonic acid 3-(4-chlorobenzyl)-1-methyl-2-oxo-cyclopentylmethyl ester수율 79.2%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

To 521 mg of Compound 3-1-2 synthesized in Production Example 3, 256 mg of 4-toluenesulfonic acid monohydrate and 32.3 μl of water were added, and the resulting mixture was stirred at 80° C. for 38.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The extract was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away. The residue was purified by silica gel column chromatography to obtain 361.1 mg of Compound 4-1-2.

후처리

  1. additionwere added
  2. additionwas added to the reaction solution
  3. customthus obtained
  4. extractionextraction with ethyl acetate
  5. washThe extract was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine
  6. dry with materialAfter the organic layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled away
  8. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f48158fd031847b497774f4f33eb83cc
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278966B2

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