Sulfolane → AL 321

HRID 326154ノート

反応式

HRID 326154 の反応式
Cl[CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([CH3:25])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:18])=[CH:11][CH:10]=1)[C:3]([O:5]CC)=O.[NH2:26][C:27](N)=[S:28].S1(CCCC1)(=O)=[O:31]>O>[CH3:25][C:17]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([CH3:18])[CH2:16][O:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH:2]2[S:28][C:27](=[O:31])[NH:26][C:3]2=[O:5])=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 31347SulfolaneHCID 194150Ethyl alpha-chloro-4-(2-methyl-2-phenylpropoxy)benzenepropanoateHCID 2723790Thiourea

生成物 1

HCID 194620AL 321

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

A mixture of 3.6 g of ethyl 2-chloro-3-[4-(2-methyl-2-phenylpropyloxy)phenyl]propionate, 0.73 g of thiourea and 3 ml of sulfolane is heated at 120° C. for 4 hours and after cooling, 15 ml of water is added. The oil is separated, ether is added to the oil and the crystalline insolubles (a) are separated from the solution (b) by filtration. The filtrate (b) is distilled to remove the solvent and the residue is run onto a column of 100 g silica gel, elution being carried out with chloroform. By the above procedure is obtained 1.7 g of 5-[4-(2-methyl-2-phenylpropyloxy)benzyl]thiazolidine-2,4-dione. m.p. 107°-108° C. (benzene-ligroin)

後処理

  1. temperatureafter cooling
  2. customThe oil is separated
  3. additionether is added to the oil
  4. customthe crystalline insolubles (a) are separated from the solution (b) by filtration
  5. distillationThe filtrate (b) is distilled
  6. customto remove the solvent
  7. washthe residue is run onto a column of 100 g silica gel, elution

出典と根拠

ORDレコード
ord-19fa62cc574b4ae8a8087f1a2593285c
出典データセット
uspto-grants-1984_04
特許番号
US04444779

反応ノート

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