Octanoyl chloride → HCID 20271342、化合物

HRID 485068ノート

反応式

HRID 485068 の反応式
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[NH:23][N:22]=[C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)[N:20]=1.C(N(CC)CC)C.C([O-])(O)=O.[Na+]>O1CCOCC1.O>[CH3:31][O:30][C:26]1[CH:25]=[C:24]([C:21]2[N:20]=[C:19]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][O:11][C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[NH:23][N:22]=2)[CH:29]=[CH:28][CH:27]=1

参加物

7

反応物 4

HCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 53228BENZYL ALCOHOL, o-(5-(m-METHOXYPHENYL)-s-TRIAZOL-3-YL)-HCID 516892Sodium Bicarbonate

生成物 1

HCID 20271342HCID 20271342、化合物収率 56.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
50 °C

実験手順

A solution of octanoyl chloride (4.25 ml, 25 mmole) in dioxane (10 ml) is added dropwise during ten minutes into a stirred suspension of 5-(2-hydroxymethylphenyl)-3-(3-methoxyphenyl)-1H-1,2,4-triazole (2.81 g, 10 mmole) and triethylamine (4.2 ml, 30 mmole) in dioxane (50 ml). After 1 hour, 8% NaHCO3 (50 ml) is added and the reaction mixture is heated to 50° C. for two hours, cooled to room temperature, diluted with water (60 ml) and extracted with methylene chloride. The organic extracts are washed with water, dried over Na2SO4 and concentrated to dryness yielding a raw residue which is purified by silica-gel column chromatography eluting with a mixture 0% to 10% ethyl acetate in toluene and crystallized from isopropyl ether/petroleum ether. Yield: 56.5%. M.p. 61° C. and 87° C. (as a mixture of crystal forms).

後処理

  1. temperaturecooled to room temperature
  2. extractionextracted with methylene chloride
  3. washThe organic extracts are washed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-30b3b02c81214f118962a9611e4cda54
出典データセット
uspto-grants-1985_08
特許番号
US04535090

反応ノート

読み込み中…