HCID 54281127、化合物 → 3-hydroxyaniracetam

HRID 1462942ノート

反応式

HRID 1462942 の反応式
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([NH:9][CH2:10][CH2:11][C@@H:12]([OH:16])[C:13](O)=[O:14])=[O:8])=[CH:5][CH:4]=1>FC(F)(F)C(OC(=O)C(F)(F)F)=O.FC(F)(F)C([O-])=O.[Na+]>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([N:9]2[CH2:10][CH2:11][C@@H:12]([OH:16])[C:13]2=[O:14])=[O:8])=[CH:5][CH:4]=1

参加物

4

反応物 1

HCID 54281127HCID 54281127、化合物

生成物 1

HCID 1741273-hydroxyaniracetam

試薬・触媒・溶媒 2

HCID 9845Trifluoroacetic anhydride溶媒HCID 517019Sodium Trifluoroacetate溶媒

実験手順

1.05 g of (R)-4-(p-methoxybenzoylamino)-2-hydroxy-butyric acid are boiled at reflux for 48 hours while stirring in 8.5 ml of trifluoroacetic acid anhydride and 0.2 g of sodium trifluoroacetate. After evaporation of the mixture, the residue is shaken twice with toluene and the toluene is then removed by evaporation in vacuo. The residue, containing (R)-1-(p-methoxybenzoyl)-2-oxo-3-pyrrolidinyl-trifluoroacetate, is boiled at reflux for 30 minutes in absolute methanol. After evaporation of the methanol, the residue is boiled in 400 ml of diisopropyl ether, the mixture is decanted, the solution is concentrated to 140 ml and then stirred at room temperature. The solid is filtered off and there is obtained (R)-1-(p-methoxybenzoyl)-3-hydroxy-2-pyrrolidinone of melting point 122.5°-123° C.; [α]D20 =+207°; [α]54620 =+256°; [α]36520 =+1172° (c=1.0 in chloroform).

後処理

  1. temperatureat reflux for 48 hours
  2. customAfter evaporation of the mixture
  3. customthe toluene is then removed by evaporation in vacuo
  4. additionThe residue, containing (R)-1-(p-methoxybenzoyl)-2-oxo-3-pyrrolidinyl-trifluoroacetate
  5. temperatureat reflux for 30 minutes in absolute methanol
  6. customAfter evaporation of the methanol
  7. customthe mixture is decanted
  8. concentrationthe solution is concentrated to 140 ml
  9. stirringstirred at room temperature
  10. filtrationThe solid is filtered off

出典と根拠

ORDレコード
ord-6c78d9a1abfe48139d97fcdd647aa721
出典データセット
uspto-grants-1984_07
特許番号
US04461906

反応ノート

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