Triethylamine → N-formyl-N'-(methacryloyloxyethyl)piperazine

HRID 974188ノート

反応式

HRID 974188 の反応式
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH:7]([N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][OH:17])[CH2:11][CH2:10]1)=[O:8].C(N(CC)CC)C.C(C1C=C(C)C=C(C(C)(C)C)C=1O)(C)(C)C>ClCCl>[CH:7]([N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][O:17][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])[CH2:11][CH2:10]1)=[O:8]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 314042,6-Di-tert-butyl-4-methylphenolHCID 99422134-(2-Hydroxyethyl)piperazine-1-carbaldehyde

生成物 1

HCID 14875999N-formyl-N'-(methacryloyloxyethyl)piperazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

105.5 g (1.01 mol) of methacryloyl chloride were added dropwise between -30° and -35° C. to a stirred solution of 160 g (1.01 mol) of N-formyl-N-'-2-hydroxyethylpiperazine, 111 g (1.10 mol) of triethylamine and 100 mg of 2,6-di-tert.-butyl-4-methylphenol in 300 ml of dichloromethane and the mixture was stirred for two hours at the same temperature. The precipitate which deposited was filtered off and the filtrate was washed with sodium chloride solution, dried and concentrated to give 166.8 g (73% of theory) of a clear oil of N-formyl-N'-(methacryloyloxyethyl)piperazine. It was possible to elute this with methanol in high purity from a silica gel column after separating small amounts of by-products with ether/n-hexane (6:4).

後処理

  1. filtrationThe precipitate which deposited was filtered off
  2. washthe filtrate was washed with sodium chloride solution
  3. customdried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-35a97a9f5c0f4ea881b8437c615eafc6
出典データセット
uspto-grants-1991_11
特許番号
US05068264

反応ノート

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