4-Ethynylbenzoic acid → methyl 5-(4-ethynylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

HRID 638313

反応式

HRID 638313 の反応式
[CH:1]1([C:9]([O:11][CH3:12])=[O:10])[CH2:5][CH2:4][N:3]2[CH:6]=[CH:7][CH:8]=[C:2]12.[C:13]([C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=1)#[CH:14]>C1(C)C(C)=CC=CC=1>[C:13]([C:15]1[CH:23]=[CH:22][C:18]([C:19]([C:6]2[N:3]3[CH2:4][CH2:5][CH:1]([C:9]([O:11][CH3:12])=[O:10])[C:2]3=[CH:8][CH:7]=2)=[O:20])=[CH:17][CH:16]=1)#[CH:14]

参加物

4

反応物 2

HCID 5897064-Ethynylbenzoic acidHCID 12795075Methyl 2,3-dihydro-1H-pyrrolizine-1-carboxylate

生成物 1

HCID 13487007methyl 5-(4-ethynylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A solution of methyl 1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate (2.50 g, 0.015 mole) in dry xylene (100 ml) containing the acid chloride of 4-ethynylbenzoic acid [4.40 g, 0.026 mole; L. E. Salisbury, J. Org. Chem., 43, 4987 (1978)] was heated at reflux temperature for 12 hours. The solvent was removed in vacuo and the residue was purified by chromatography on alumina (200 g) using hexane/ethyl acetate (95:5) as the eluting solvent to give methyl 5-(4-ethynylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate, m.p. 113°-114° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux temperature for 12 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified by chromatography on alumina (200 g)

出典と根拠

ORDレコード
ord-5eb8a850a61a44ad98289270ebab81fa
出典データセット
uspto-grants-1985_12
特許番号
US04560699

関連ノート

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