Ethylene Glycol → 2-Hydroxyethyl 4-(4-chlorophenyl)pyrrole-2-carboxylate

HRID 1980949ノート

反応式

HRID 1980949 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH:11][NH:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:9]=O)=[CH:4][CH:3]=1.C(O)C[OH:21]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:13]([C:14]([O:16][CH2:17][CH2:18][OH:21])=[O:15])[NH:12][CH:11]=2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 174Ethylene GlycolHCID 731653222-(4-Chlorophenyl)-3-carbethoxymethylaminoacrylaldehyde

生成物 1

HCID 130642732-Hydroxyethyl 4-(4-chlorophenyl)pyrrole-2-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-(4-Chlorophenyl)-3-carbethoxymethylaminoacrylaldehyde (73.6 g.) was refluxed in 300 ml. of ethylene glycol for 10 minutes. The reaction mixture was cooled, diluted with 1 liter of water, product extracted into chloroform, treated with activated carbon and evaporated to solids. Trituration with ether gave crude product (8 g.). An additional quantity of crude product (7.5 g.) crystallized from the aqueous phase which had been standing. Recrystallization of the combined crude solids from chloroform gave 2-hydroxyethyl 4-(4-chlorophenyl)pyrrole-2-carboxylate (5 g., m.p. 128°-130° C.). The ether and chloroform mother liquors were combined and evaporated to yield an additional 40 g. of crude product.

後処理

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted into chloroform
  3. additiontreated with activated carbon
  4. customevaporated to solids
  5. customTrituration with ether gave crude product (8 g.)
  6. customAn additional quantity of crude product (7.5 g.) crystallized from the aqueous phase which
  7. customRecrystallization of the

出典と根拠

ORDレコード
ord-43d5b98578ad482daf38a808ed7e8e00
出典データセット
uspto-grants-1985_04
特許番号
US04511575

反応ノート

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