Methyl propiolate → methyl 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylate

HRID 648542ノート

反応式

HRID 648542 の反応式
[OH-].[OH:2][C:3]1[N+:7]2[CH:8]=[CH:9][C:10]3[CH:14]=[CH:13][S:12][C:11]=3[C:6]=2S[C:4]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:21]([O:25][CH3:26])(=[O:24])[C:22]#[CH:23]>C1(C)C=CC=CC=1>[O:2]=[C:3]1[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:23][C:22]([C:21]([O:25][CH3:26])=[O:24])=[C:6]2[N:7]1[CH:8]=[CH:9][C:10]1[CH:14]=[CH:13][S:12][C:11]=12

参加物

4

反応物 2

HCID 13536Methyl propiolateHCID 190204883-Hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxide

生成物 1

HCID 14666705methyl 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

(ca) 22.9 g of 3-hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxide (internal salt) and 13.6 ml of methyl propiolate were heated together under argon in 1000 ml of toluene until the starting material was completely taken up. The solvent was removed in vacuo and the residue was stirred in 500 ml of ether/methanol (9:1) for 1 hour. The yellow crystals obtained were removed by filtration under suction. There was obtained methyl 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylate of m.p. 153°-154° (dec.). An additional portion of product of m.p. 151°-152° (dec.) can be obtained by chromatography of the filtrate on silica gel.

後処理

  1. customThe solvent was removed in vacuo
  2. customThe yellow crystals obtained
  3. customwere removed by filtration under suction

出典と根拠

ORDレコード
ord-3368c8837eae40f2b7afca4248954e01
出典データセット
uspto-grants-1988_04
特許番号
US04735940

反応ノート

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