Hydrochloric Acid → 4-Benzoyl-2(S)-trifluoroacetamidobutyric acid

HRID 257531

反応式

HRID 257531 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]([NH:5][C@@H:6]1[C:12](=[O:13])[O:11][C:9](=[O:10])[CH2:8][CH2:7]1)=[O:4].[Al+3].[Cl-].[Cl-].[Cl-].Cl.C(O[CH2:25][CH3:26])(=O)C>C1C=CC=CC=1>[C:9]([CH2:8][CH2:7][C@H:6]([NH:5][C:3](=[O:4])[C:2]([F:15])([F:14])[F:1])[C:12]([OH:11])=[O:13])(=[O:10])[C:26]1[CH:25]=[CH:8][CH:7]=[CH:6][CH:12]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 2779007N-[(3S)-2,6-dioxooxan-3-yl]-2,2,2-trifluoroacetamideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 143908104-Benzoyl-2(S)-trifluoroacetamidobutyric acid

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Heat at reflux for 3 hours a mixture of N-trifluoroacetyl-L-glutamic anhydride (18.0 g, 80 mmol) and AlCl3 (23.5 g, 177 mmol) in dry benzene (400 ml). Allow to cool, treat with ice (400 ml), conc. HCl (100 ml), and ethyl acetate (EtOAc) (400 ml). Dry the organic layer and concentrate to obtain the title compound as a brown crystalline solid (25 g).

後処理

  1. temperatureHeat
  2. temperatureat reflux for 3 hours
  3. temperatureAllow to cool
  4. customDry the organic layer
  5. concentrationconcentrate

出典と根拠

ORDレコード
ord-46bd8a2309e340c792f0e0c9cc52a5c5
出典データセット
uspto-grants-1993_11
特許番号
US05262436

関連ノート

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