1-Octadecene → 3-(4-Chlorophenyl)-3-(1H-1,2,4-triazol-1-ylmethyl)-2-methyl-5-n-hexadecylisoxazolidine

HRID 35738

反応式

HRID 35738 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N+:15]([O-:17])[CH3:16])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.[CH2:18]=[CH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:9][N:10]3[CH:14]=[N:13][CH:12]=[N:11]3)[CH2:35][CH:34]([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH3:18])[O:17][N:15]2[CH3:16])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 82171-OctadeceneHCID 727284561-(4-chlorophenyl)-N-methyl-2-(1H-1,2,4-triazol-1-yl)ethanimine N-oxide

生成物 1

HCID 143264413-(4-Chlorophenyl)-3-(1H-1,2,4-triazol-1-ylmethyl)-2-methyl-5-n-hexadecylisoxazolidine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 32.8 g (0.131 mol) of 1-(4-chlorophenyl)-N-methyl-2-(1H-1,2,4-triazol-1-yl)ethanimine N-oxide (1: R=4-Cl) [prepared by reacting 2-(1H-1,2,4-triazol-1-yl)-4'-chloroacetophenone (35.38 g, 0.160 mol) with N-methylhydroxylamine hydrochloride (20.0 g, 0.240 mol) and NaHCO3 (20.12 g, 0.240 mol) in 500 ml ethanol] and 62.8 ml (0.196 mol) of 1-octadecene (2: n=15) in 400 ml toluene is refluxed for 48 hours under a nitrogen atmosphere. Upon cooling to room temperature the solvent is removed under reduced pressure. The residual dark solid is collected and washed sequentially with acetonitrile and ether. Crystallization from ethyl acetate gave 9.0 g (14%) of isomer A (3: R=4-Cl, n=15), melting at 100°-102° C.

後処理

  1. customis removed under reduced pressure
  2. customThe residual dark solid is collected
  3. washwashed sequentially with acetonitrile and ether
  4. customCrystallization from ethyl acetate
  5. customgave 9.0 g (14%) of isomer A (3: R=4-Cl, n=15), melting at 100°-102° C.

出典と根拠

ORDレコード
ord-e0c0568465984b42829b79ad0df936eb
出典データセット
uspto-grants-1988_08
特許番号
US04767866

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