Acetic Anhydride → 4-(6-Carbomethoxyhexyl)-5-(3-acetoxy-1-trans-octenyl)-thiazole

HRID 972244노트

반응식

HRID 972244 반응식
[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:12]=[CH:13][S:14][C:15]=1/[CH:16]=[CH:17]/[CH:18]([OH:24])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])([O:3][CH3:4])=[O:2].[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1.O>[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:12]=[CH:13][S:14][C:15]=1/[CH:16]=[CH:17]/[CH:18]([O:24][C:25](=[O:27])[CH3:26])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])([O:3][CH3:4])=[O:2]

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 214064094-(6-Carbomethoxyhexyl)-5-(3-hydroxy-1-trans-octenyl)-thiazole

생성물 1

HCID 214064244-(6-Carbomethoxyhexyl)-5-(3-acetoxy-1-trans-octenyl)-thiazole

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

To the solution of 353 mg of 4-(6-carbomethoxyhexyl)-5-(3-hydroxy-1-trans-octenyl)-thiazole (Ic, R1 = H) in 4 ml of anhydrous pyridine, 1 ml of acetic anhydride was added. The reaction mixture was allowed to stand for 24 hours at room temperature, diluted with 50 ml of water and extracted with 3 × 15 ml of ethyl acetate. The ethyl acetate extract was washed with water, dried over sodium sulphate and evaporated under vacuum in vacuo. The obtained 390 mg of evaporation residue was purified by preparative thin layer chromatography, using a silica gel layer as adsorbent and a mixture of 40 % ethyl acetate and 60 % n-heptane as running solvent. Thus, 285 mg of 4-(6-carbomethoxyhexyl)-5-(3-acetoxy-1-trans-octenyl)-thiazole (Ie, R1 = H) of chromatographic purity were obtained.

후처리

  1. extractionextracted with 3 × 15 ml of ethyl acetate
  2. extractionThe ethyl acetate extract
  3. washwas washed with water
  4. dry with materialdried over sodium sulphate
  5. customevaporated under vacuum in vacuo
  6. customThe obtained 390 mg of evaporation residue
  7. customwas purified by preparative thin layer chromatography
  8. additiona mixture of 40 % ethyl acetate and 60 % n-heptane

출처 및 근거

ORD 기록
ord-b8bcb4dbd1cd490e96102ef46987629e
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04052407

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