1-Cinnamylpiperazine → 2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate

HRID 1008860

反応式

HRID 1008860 の反応式
[CH2:1]([N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[O:16]([C:23]([O:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=O)C1C=CC=CC=1>C1(C)C=CC=CC=1>[C:4]1(/[CH:3]=[CH:2]/[CH2:1][N:10]2[CH2:15][CH2:14][N:13]([C:23]([O:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:16])[CH2:12][CH2:11]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 7268961-CinnamylpiperazineHCID 12094709Ethyl [(phenoxycarbonyl)oxy]acetate

生成物 1

HCID 673055162-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate収率 35.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 1.40 g (6.93 mmol) of trans-1-cinnamylpiperazine and 1.74 g (7.76 mmol) of ethyl {[(phenoxy)carbonyl]oxy}acetate (J. Med. Chem., 1999, 42, 277-290) in 15 ml of toluene is heated at 80° C. overnight. It is evaporated to dryness and the residue is taken up in 50 ml of ethyl acetate. It is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 50/50 mixture of cyclohexane and ethyl acetate, then with ethyl acetate, to give 0.814 g of product in the form of a pale yellow oil.

後処理

  1. customIt is evaporated to dryness
  2. washIt is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution
  3. dry with materialIt is dried over sodium sulphate
  4. customevaporated to dryness
  5. customThe residue is purified by chromatography on silica gel
  6. washeluting with a 50/50 mixture of cyclohexane and ethyl acetate

出典と根拠

ORDレコード
ord-b1397f410868479aa15d4bd8566d6a76
出典データセット
uspto-grants-2011_07
特許番号
US07973042B2

関連ノート

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