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

HRID 2290507ノート

反応式

HRID 2290507 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ec65e0e591374a24ad9f28efa9ac0e20
出典データセット
uspto-grants-1986_10
特許番号
US04617302

反応ノート

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