2-Methylbenzenesulfonic acid hydrate → 5-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanone

HRID 922739노트

반응식

HRID 922739 반응식
COC([C:5]1([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:9][CH2:8][C:7]([CH2:11][Cl:12])([CH3:10])[C:6]1=[O:13])=O.O.C1(C)C(S(O)(=O)=O)=CC=CC=1>O>[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][CH:5]2[C:6](=[O:13])[C:7]([CH2:11][Cl:12])([CH3:10])[CH2:8][CH2:9]2)=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 124969952-Methylbenzenesulfonic acid hydrateHCID 867182561-(4-Chlorobenzyl)-3-chloromethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester

생성물 1

HCID 867182595-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanone수율 91.3%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
120 °C

실험 절차

To 1.00 g of Compound 3-1-3 synthesized in Production Example 4, 0.578 g of toluenesulfonic acid monohydrate and 100 mg of water were added, and the resulting mixture was stirred in an oil bath of 120° C. for 1.5 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 752 mg of Compound 4-1-3.

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-e83c17d032ee49ad9eed6a208d26cd9d
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278966B2

반응 노트

불러오는 중…