Benzocaine → Ethyl 3-benzyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxylate

HRID 928764

反応式

HRID 928764 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[CH2:13]([CH:20]([C:33](OC1C(Cl)=CC(Cl)=CC=1Cl)=[O:34])[C:21](OC1C(Cl)=CC(Cl)=CC=1Cl)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCOCC>[CH2:13]([C:20]1[C:21](=[O:22])[NH:1][C:2]2[C:3]([C:33]=1[OH:34])=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 2337BenzocaineHCID 2782299Bis(2,4,6-trichlorophenyl) benzylpropanedioate

生成物 1

HCID 54697379Ethyl 3-benzyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxylate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A mixture of ethyl 4-aminobenzoate (2.85 g, 17.2 mmol) and bis(2,4,6-trichlorophenyl) 2-benzylmalonate (11.4 g, 20.7 mmol, Intermediate 33: step a) was microwaved at 250° C. for 15 minutes (Biotage Initiator). The reaction was then allowed to cool to room temperature, and the resulting tan semisolid was dispersed in ether (15 mL) and filtered. The beige filter cake was washed with ether (1×15 mL) and dried at 100° C. to provide the title compound as a light beige powder.

後処理

  1. customstep a) was microwaved at 250° C. for 15 minutes (Biotage Initiator)
  2. filtrationfiltered
  3. washThe beige filter cake was washed with ether (1×15 mL)
  4. customdried at 100° C.

出典と根拠

ORDレコード
ord-2cf16a079a814bd8bd9da47b81f75e4f
出典データセット
uspto-grants-2016_03
特許番号
US09290476B2

関連ノート

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