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Triethylamine → Methyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate

HRID 358761
ノート
印刷プレビュー

反応式

HRID 358761 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6](Cl)=[O:7].Cl.Cl.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH:19]1[C:24]([O:26][CH3:27])=[O:25].C(N(CC)CC)C>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([N:21]1[CH2:22][CH2:23][NH:18][CH:19]([C:24]([O:26][CH3:27])=[O:25])[CH2:20]1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 2760425Methyl Piperazine-2-carboxylate Dihydrochloride

生成物 1

HCID 20066647Methyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate収率 60.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 3,4,5-trimethoxybenzoyl chloride (10.9 g) in dichloromethane (100 ml) is added dropwise taking one hour, under ice-cooling while stirring, to a mixture of methyl piperazine-2-carboxylate dihydrochloride (10.24 g), triethylamine (18.7 g) and dichloromethane (200 ml). The reaction mixture is poured into ice-water, followed by extraction with dichloromethane. The organic layer is washed with water, dried and the solvent is distilled off under reduced pressure. Crystals obtained from the residue are recrystallized from ethyl acetate and hexane to afford methyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate (9.6 g) as colorless needles, m.p. 113-114° C.

後処理

  1. temperaturecooling
  2. extractionfollowed by extraction with dichloromethane
  3. washThe organic layer is washed with water
  4. customdried
  5. distillationthe solvent is distilled off under reduced pressure
  6. customCrystals obtained from the residue
  7. customare recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-b823256a481d4700b5ccad7bb1278d79
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04997836

反応ノート

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