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

HRID 268234

反応式

HRID 268234 の反応式
[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]

参加物

4

反応物 3

HCID 176Acetic Acid2 回HCID 313Hydrochloric AcidHCID 3633431',2'-Dihydrospiro[cyclopentane-1,3'-indole]-2'-one

生成物 1

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

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-ea5617a276fc42c4a44dcbf7d02b0bae
出典データセット
uspto-grants-1976_03
特許番号
US03947451

関連ノート

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