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

HRID 974188노트

반응식

HRID 974188 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-35a97a9f5c0f4ea881b8437c615eafc6
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05068264

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