Dimethylformamide → 1-(4-Chlorobenzyl)-3-chloromethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester

HRID 922736노트

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HRID 922736 반응식
[CH3:1][O:2][C:3]([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]O)([CH3:10])[C:6]1=[O:13])=[O:4].S(Cl)([Cl:24])=O.CN(C=O)C>O>[CH3:1][O:2][C:3]([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:24])([CH3:10])[C:6]1=[O:13])=[O:4]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 672540121-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl ester

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

To 8.79 g of Compound 2-1 obtained in Production Example 1, 3.04 ml of thionyl chloride and 0.15 ml of DMF were added. The resulting mixture was stirred in an oil bath of 90° C. for 2.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with toluene was carried out. The organic layer thus extracted was washed with a saturated aqueous solution of sodium carbonate and saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was then purified by silica gel column chromatography to obtain 6.57 g of Compound 3-1-3.

후처리

  1. additionwere added
  2. additionwas added to the reaction solution
  3. customthus obtained
  4. extractionextraction with toluene
  5. extractionThe organic layer thus extracted
  6. washwas washed with a saturated aqueous solution of sodium carbonate and saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled away
  9. customthe residue was then purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-23a8b54f794e424a8554a60c01e4a5d7
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278966B2

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