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

HRID 460360

반응식

HRID 460360 반응식
[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]

참가 물질

6

반응물 3

HCID 867Malonic AcidHCID 73642-Thiophenecarboxaldehyde2회HCID 517165Ammonium Acetate

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dc6b503372ff491c9ba7d69950f12636
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196110B2

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