Octanoyl chloride → HCID 20271342, 화합물

HRID 485068노트

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HRID 485068 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 20271342HCID 20271342, 화합물수율 56.5%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매2회

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온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-30b3b02c81214f118962a9611e4cda54
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04535090

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