Trimethylamine → N-(2,4,4-trimethylcyclopenten-1-yl)-N-methyl-alpha-chloroacetamide

HRID 2058939

반응식

HRID 2058939 반응식
CC1(C)CC(C)CC1=O.CC1CC(C)(C)CC1=O.S([O-])([O-])(=O)=O.[NH4+].[NH4+].CN.ClCC(Cl)=O.CN(C)C.[CH3:37][C:38]1([CH3:50])[CH2:42][CH:41]([CH3:43])[C:40]([N:44]([CH3:49])[C:45](=[O:48])[CH2:46][Cl:47])=[CH:39]1.CC1CC(C)(C)C(N(C)C(=O)CCl)=C1>C1C=CC=CC=1>[CH3:43][C:41]1[CH2:42][C:38]([CH3:37])([CH3:50])[CH2:39][C:40]=1[N:44]([CH3:49])[C:45](=[O:48])[CH2:46][Cl:47]

참가 물질

10

반응물 8

HCID 1146TrimethylamineHCID 6329MethylamineHCID 6577Chloroacetyl chlorideHCID 1073242,4,4-TrimethylcyclopentanoneHCID 1196322,2,4-TrimethylcyclopentanoneHCID 6097028Ammonium SulfateHCID 20548521N-(3,5,5-trimethylcyclopenten-1-yl)-N-methyl-alpha-chloroacetamideHCID 20548522N-(3,3,5-trimethylcyclopenten-1-yl)-N-methyl-alpha-chloroacetamide

생성물 1

HCID 20548523N-(2,4,4-trimethylcyclopenten-1-yl)-N-methyl-alpha-chloroacetamide

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

By the same procedure as in Example 1 using a mixture comprising 2,2,4-trimethylcyclopentanone and 2,4,4-trimethylcyclopentanone (about 1:1) (25.2 parts by weight) in 150 milliliters of benzene, one part by weight of ammonium sulfate and 6.2 parts by weight of methylamine, further reacted with 22.6 parts by weight of chloroacetyl chloride and 24.6 parts by weight of trimethylamine, a mixture of isomers consisting of N-(3,3,5-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide, N-(3,5,5-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide, and N-(2,4,4-trimethylcyclopenten-1-yl)-N-methyl-α-chloroacetamide was obtained. The yield of partially crystalline dark brown product amounted to 33 parts by weight. The molecular weight was determined to be 198 (215). The content of organically combined chlorine was 17.5% (16.5%). The nitrogen content was 6.3% (6.5%).

후처리

  1. additiona mixture of isomers

출처 및 근거

ORD 기록
ord-92838ca964e34dc0a04d5dabd5b80fcc
출처 데이터셋
uspto-grants-1982_03
특허 번호
US04319918

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