Acetic Acid → 5'-Chlorospiro(cyclopentane-1,3'-indoline)-2-one

HRID 268234

반응식

HRID 268234 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]2(CC[CH2:11][CH2:10]2)[C:2]1=O.[ClH:15].[C:16]([OH:19])(=O)[CH3:17]>>[Cl:15][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][CH2:2][C:3]12[CH2:10][CH2:11][CH2:17][C:16]1=[O:19]

참가 물질

4

반응물 3

HCID 176Acetic Acid2회HCID 313Hydrochloric AcidHCID 3633431',2'-Dihydrospiro[cyclopentane-1,3'-indole]-2'-one

생성물 1

HCID 227631105'-Chlorospiro(cyclopentane-1,3'-indoline)-2-one

실험 절차

Spiro(cyclopentane-1,3'-indoline)-2'-one (18,7 g; 0.10 moles) is dissolved in acetic acid (50 ml) containing 100 mg of ferricloride hexahydrate, cooled in ice-water and drop-wise treated under agitation with a solution of clorine in acetic acid (82 ml of a solution containing 7,8 g per 100 ml). After the addition air is blown through the solution to eliminate a possible excess of clorine as well as hydrogen cloride. The crystallized product (8.7 g) is sucked off and the filtrate is concentrated in vacuum, upon which an additional product quantity (7.3 g) is obtained. After recrystallization from ethanol the substance melts at 201° - 202°C.

후처리

  1. concentrationthe filtrate is concentrated in vacuum, upon which an additional product quantity (7.3 g)
  2. customis obtained
  3. customAfter recrystallization from ethanol the substance melts at 201° - 202°C.

출처 및 근거

ORD 기록
ord-ea5617a276fc42c4a44dcbf7d02b0bae
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03947451

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