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Hydrochloric Acid → HCID 54116941, 화합물

HRID 257331
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HRID 257331 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][O:11][C:12]([C:14]1([F:20])[CH2:18][CH2:17][CH2:16][CH:15]1[OH:19])=[O:13].Cl>N1C=CC=CC=1>[CH3:10][O:11][C:12]([C:14]1([F:20])[CH2:18][CH2:17][CH2:16][CH:15]1[O:19][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:13]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 19783080HCID 19783080, 화합물

생성물 1

HCID 54116941HCID 54116941, 화합물수율 85.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

.045 g (3 mmol) of benzoyl chloride was added under ice cooling to a mixture of 0.5 g (3 mmol) of the 1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in cis form (compound number 2a) synthesized in Example 1 and 2 ml of pyridine, the temperature of the mixture was brought back to room temperature, and the mixture was stirred for 5 hours. The reaction solution was poured into a diluted aqueous hydrochloric acid solution and extracted with ethyl acetate and the extract was successively washed with saturated saline, a saturated aqueous sodium bicarbonate solution and saturated saline. The ethyl acetate layer was dried over anhydrous magnesium sulfate and the solvent was distilled away to obtain 0.68 g (yield: 84%) of the objective 2-benzoyloxy-1-fluoro-cyclopentanecarboxylic acid methyl ester in cis form (compound number 4a).

후처리

  1. customwas brought back to room temperature
  2. extractionextracted with ethyl acetate
  3. washthe extract was successively washed with saturated saline
  4. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away

출처 및 근거

ORD 기록
ord-551d9bbae9e54967b8024222f375619c
출처 데이터셋
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05262385

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