Hydrochloric Acid → 5'-Propanoylspiro[cyclopropane-1,3'-indoline]-2'-one

HRID 2290507노트

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HRID 2290507 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]2([CH2:20][CH2:19]2)[C:11]1=[O:21].Cl>CN(C)C=O>[O:8]=[C:5]([C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[NH:10][C:11](=[O:21])[C:12]12[CH2:20][CH2:19]1)[CH2:6][CH3:7]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12701643Spiro(cyclopropane-1,3'-indolin)-2'-one

생성물 1

HCID 137282955'-Propanoylspiro[cyclopropane-1,3'-indoline]-2'-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

A slurry was made from 7.5 ml of dimethylformamide and 45.5 g of anhydrous aluminum chloride. The temperature rose to 40° C. and 2.97 ml of propionyl chloride and 5.43 g of spiro[cyclopropane-1,3'-[3H]-indol]-2'(1'H)-one were added. The mixture was stirred for 2 hours at 70° C. and was slowly poured into a mixture of ice and 50 ml of concentrated hydrochloric acid. After cooling overnight, the resulting precipitate was recovered by filtration. Crystallization from ethyl acetate provided 4.9 grams of the desired subtitle intermediate, m.p. 183°-185° C.

후처리

  1. customrose to 40° C.
  2. temperatureAfter cooling overnight
  3. filtrationthe resulting precipitate was recovered by filtration
  4. customCrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-ec65e0e591374a24ad9f28efa9ac0e20
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04617302

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