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Hydrochloric Acid → 1-(3-Acetylthiopropanoyl)-3,3-dimethylindoline-2-carboxylic acid

HRID 745606
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HRID 745606 반응식
C(N(CC)CC)C.Cl.[CH3:9][C:10]1([CH3:22])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]1[C:19]([OH:21])=[O:20].[C:23]([S:26][CH2:27][CH2:28][C:29](Cl)=[O:30])(=[O:25])[CH3:24].Cl>C(Cl)Cl>[C:23]([S:26][CH2:27][CH2:28][C:29]([N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH3:22])([CH3:9])[CH:11]1[C:19]([OH:21])=[O:20])=[O:30])(=[O:25])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 129431223-(Acetylsulfanyl)propanoyl chlorideHCID 704701543,3-dimethyl-2,3-dihydro-1H-indole-2-carboxylic acid hydrochloride

생성물 1

HCID 233138381-(3-Acetylthiopropanoyl)-3,3-dimethylindoline-2-carboxylic acid

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

0.93 g of triethylamine are added to the suspension of 0.7 g of 3,3-dimethylindoline-2-carboxylic acid hydrochloride in 20 ml of methylene chloride and the resulting solution is cooled to -10°. The solution of 0.51 g of 3-acetylthiopropanoyl chloride in 5 ml of methylene chloride is added dropwise and the mixture stirred at -5° to -10° for 1 hour and at room temperature for 3 hours. It is cooled to 0° and treated with 10 ml of 3N hydrochloric acid. The organic layer is separated and the aqueous solution further extracted with methylene chloride. The combined methylene chloride solutions are dried and evaporated, to give the 1-(3-acetylthiopropanoyl)-3,3-dimethylindoline-2-carboxylic acid as a foam.

후처리

  1. temperaturethe resulting solution is cooled to -10°
  2. temperatureIt is cooled to 0°
  3. customThe organic layer is separated
  4. extractionthe aqueous solution further extracted with methylene chloride
  5. dry with materialThe combined methylene chloride solutions are dried
  6. customevaporated

출처 및 근거

ORD 기록
ord-fb23bb495720428daa47716788fc5e74
출처 데이터셋
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04599357

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