Ammonium formate → 1-(1-Methylethyl)-5-(1,1-dimethylethoxy)carbonyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole

HRID 1769089노트

반응식

HRID 1769089 반응식
C([O-])=O.[NH4+].[CH2:5]=[C:6]([C:8]1[S:9][CH:10]=[C:11]2[CH2:15][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:13][C:12]=12)[CH3:7]>CO.[Pd]>[CH3:7][CH:6]([C:8]1[S:9][CH:10]=[C:11]2[CH2:15][N:14]([C:16]([O:18][C:19]([CH3:21])([CH3:20])[CH3:22])=[O:17])[CH2:13][C:12]=12)[CH3:5]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 189470701-(1-Propen-2-yl)-5-(1,1-dimethylethoxy)carbonyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole

생성물 1

HCID 189470581-(1-Methylethyl)-5-(1,1-dimethylethoxy)carbonyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole수율 63.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

3.7 g (59 mmol) of ammonium formate and then 0.9 g of 10% palladium-on-charcoal are added to a solution of 0.78 g (2.9 mmol) of 1-(1-propen-2-yl)-5-(1,1-dimethylethoxy)carbonyl-5,6-dihydro-4H-thieno[3, 4-c]pyrrole in 40 ml of methanol. The reaction mixture is heated at reflux for 8 hours, then filtered on a Celite column and evaporated to dryness. The residue is taken up in 50 ml of ethyl acetate, washed with 20 ml of water, dried over sodium sulphate and evaporated to dryness. After purification on a silica column using the 1/4 ethyl acetate/hexane eluent mixture, 0.49 g of an oily product is obtained. Yield 63%.

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 8 hours
  3. filtrationfiltered on a Celite column
  4. customevaporated to dryness
  5. washwashed with 20 ml of water
  6. dry with materialdried over sodium sulphate
  7. customevaporated to dryness
  8. customAfter purification on a silica column

출처 및 근거

ORD 기록
ord-76aac0f306ea4225ba4758b22a048f86
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380742

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