Water → 4-(6-Carbomethoxyhexyl)-thiazole-5-carboxylic acid

HRID 972233ノート

反応式

HRID 972233 の反応式
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]=[CH:12][S:13][C:14]=1[C:15]([OH:17])=[O:16])([OH:3])=[O:2].O.[C:19]1(C)C=CC(S(O)(=O)=O)=CC=1.O.C(OCC)C>CO.CCCCCC>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]=[CH:12][S:13][C:14]=1[C:15]([OH:17])=[O:16])([O:3][CH3:19])=[O:2]

参加物

7

反応物 4

HCID 962WaterHCID 3283Diethyl EtherHCID 521998p-Toluenesulfonic acid monohydrateHCID 214064084-(6-Carboxyhexyl)-thiazole-5-carboxylic acid

生成物 1

HCID 214064114-(6-Carbomethoxyhexyl)-thiazole-5-carboxylic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8058Hexane溶媒

実験手順

9.2 g of 4-(6carboxyhexyl)-thiazole-5-carboxylic acid (IX, R1 = H) and 10.2 g of p-toluenesulphonic acid monohydrate were dissolved in 400 ml of methanol. The obtained reaction mixture was stirred for 2 hours at room temperature, then poured onto one liter of water. After saturating the aqueous solution with ammonium sulphate it was extracted with 3 × 400 ml of ethyl acetate, then the ethyl acetate extract was washed with water, dried over sodium sulphate and evaporated in vacuo. Recrystallization of the obtained crude product from a mixture of diethyl ether and n-hexane afforded 7.9 of 4-(6-carbomethoxyhexyl)-thiazole-5-carboxylic acid (X, R1 = H). M.p.: 113°-114° C.

後処理

  1. customThe obtained reaction mixture
  2. concentrationAfter saturating the aqueous solution with ammonium sulphate it
  3. extractionwas extracted with 3 × 400 ml of ethyl acetate
  4. extractionthe ethyl acetate extract
  5. washwas washed with water
  6. dry with materialdried over sodium sulphate
  7. customevaporated in vacuo
  8. customRecrystallization of the
  9. customobtained crude product

出典と根拠

ORDレコード
ord-be8d03e7b1094f588548e72a7bc72944
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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