Malonic Acid → 3-Thiophen-2-ylprop-2-enoic acid

HRID 460360

反応式

HRID 460360 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.C(O)(=O)[CH2:9][C:10]([OH:12])=[O:11].C([O-])(=O)C.[NH4+]>CN(C=O)C.C(OCC)(=O)C>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:9][C:10]([OH:12])=[O:11]

参加物

6

反応物 3

HCID 867Malonic AcidHCID 73642-Thiophenecarboxaldehyde2 回HCID 517165Ammonium Acetate

生成物 1

HCID 928683-Thiophen-2-ylprop-2-enoic acid

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

A mixture of thiophene-2-carbaldehyde (Compound 66a) (1.20 g, 0.0107 mol), malonic acid (1.11 g, 0.0107 mol) and ammonium acetate (0.825 g, 0.0107 mol) in DMF (8.5 mL) was heated to 100° C. for 3 h. The system was diluted with ethyl acetate and washed with water and dried over MgSO4. The solvent was removed in vacuo and the title compound was purified by silica gel column chromatography using 3:1 Hexanes:ethyl acetate as the eluent.

後処理

  1. washwashed with water
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed in vacuo
  4. customthe title compound was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-dc6b503372ff491c9ba7d69950f12636
出典データセット
uspto-grants-2007_03
特許番号
US07196110B2

関連ノート

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