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

HRID 972244ノート

反応式

HRID 972244 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b8bcb4dbd1cd490e96102ef46987629e
出典データセット
uspto-grants-1977_10
特許番号
US04052407

反応ノート

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