Methanol → 5-Benzoyl-7-bromo-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

HRID 67890ノート

反応式

HRID 67890 の反応式
[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH:16]([C:17]([O:19]CC)=[O:18])[C:12]2=[C:11]([Br:22])[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[OH-].[Na+]>O>[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH:16]([C:17]([OH:19])=[O:18])[C:12]2=[C:11]([Br:22])[CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 20405074ethyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

生成物 1

HCID 155806305-Benzoyl-7-bromo-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 250 mg. of ethyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate in 8 ml. of methanol is treated under an atmosphere of nitrogen, with a solution of 200 mg. of sodium hydroxide in 1 ml. of water, maintaining the reaction mixture at room temperature for 1.5 hours. The methanol is then removed under reduced pressure and the basic solution which remains is diluted with 5 ml. of water and extracted with ether to remove any unsaponifiable product. The aqueous solution is acidified with 10% hydrochloric acid and extracted three times with ethyl acetate. The combined extracts are dried and evaporated to dryness under reduced pressure, and the residue crystallized from ethyl acetate-hexane, to give 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid.

後処理

  1. customThe methanol is then removed under reduced pressure
  2. additionthe basic solution which remains is diluted with 5 ml
  3. extractionof water and extracted with ether
  4. customto remove any unsaponifiable product
  5. extractionextracted three times with ethyl acetate
  6. customThe combined extracts are dried
  7. customevaporated to dryness under reduced pressure
  8. customthe residue crystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-f9d0852d2d9e4d53a18ed58cdae92a40
出典データセット
uspto-grants-1982_08
特許番号
US04347185

反応ノート

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