Potassium Carbonate → 4-Nitrophenyl 1,3-thiazol-5-ylmethyl carbonate

HRID 55735ノート

反応式

HRID 55735 の反応式
Cl.[N+:2]([C:5]1[CH:20]=[CH:19][C:8]([O:9][C:10]([O:12][CH2:13][C:14]2[S:18][CH:17]=[N:16][CH:15]=2)=[O:11])=[CH:7][CH:6]=1)([O-:4])=[O:3].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[N+:2]([C:5]1[CH:6]=[CH:7][C:8]([O:9][C:10]([O:12][CH2:13][C:14]2[S:18][CH:17]=[N:16][CH:15]=2)=[O:11])=[CH:19][CH:20]=1)([O-:4])=[O:3]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 218783405-Hydroxymethylthiazole 4-nitrophenylcarbonate hydrochloride

生成物 1

HCID 98821474-Nitrophenyl 1,3-thiazol-5-ylmethyl carbonate収率 93.8%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

5-(p-Nitrophenoxycarbonyloxymethyl)thiazole hydrochloride (3.0 g) was slurried in ethyl acetate (30 mL) and cooled to 10°-15° C. A solution of 5% aqueous potassium carbonate (30 mL) was added with rapid stirring. After 15 minutes, stirring was stopped and the aqueous layer was separated. The organic layer was dried with Na2SO4 (3 g), filtered, and solvent was distilled under vacuum to give 2.49 g of the title compound as a brown syrup which slowly solidified, mp. 62°-64° C. 1H NMR (CDCl3) δ8.90 (d, 1H), 8.29 (m, 2H), 8.01 (d, 1H), 7.39 (m, 2H), 5.52 (s, 2H). 13C NMR (CDCl3) δ155.4, 155.2, 152.2, 145.4, 144.9, 130.6, 125.3, 121.6, 61.9.

後処理

  1. temperaturecooled to 10°-15° C
  2. customthe aqueous layer was separated
  3. dry with materialThe organic layer was dried with Na2SO4 (3 g)
  4. filtrationfiltered
  5. distillationsolvent was distilled under vacuum

出典と根拠

ORDレコード
ord-907521d8eb1b46afa5ddc7e6f110bdf6
出典データセット
uspto-grants-1997_04
特許番号
US05625072

反応ノート

読み込み中…