1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine → tert-butyl 8-(m-fluorophenyl)-4,5-dihydro-7-oxo-7H-thieno[2,3-a]quinolizine-10-carboxylate

HRID 1087529노트

반응식

HRID 1087529 반응식
C([O:5][CH:6]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])N(C)C)(C)(C)C.[O:15]=[C:16]1[C:25]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=2)=[CH:24][C:23](C(O)=O)=[C:22]2[N:17]1[CH2:18][CH2:19][C:20]1[CH:38]=[CH:37][S:36][C:21]=12>C1(C)C=CC=CC=1>[F:32][C:28]1[CH:27]=[C:26]([C:25]2[C:16](=[O:15])[N:17]3[C:22](=[C:23]([C:6]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:5])[CH:24]=2)[C:21]2[S:36][CH:37]=[CH:38][C:20]=2[CH2:19][CH2:18]3)[CH:31]=[CH:30][CH:29]=1

참가 물질

4

반응물 2

HCID 5477121,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 19020416HCID 19020416, 화합물

생성물 1

HCID 19020443tert-butyl 8-(m-fluorophenyl)-4,5-dihydro-7-oxo-7H-thieno[2,3-a]quinolizine-10-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

0.96 ml of N,N-dimethylformamide di-t-butyl acetal was added dropwise within 20 minutes to a boiling solution of 0.34 g of 4,5-dihydro-7-oxo-8-(m-fluorophenyl)-7H-thieno[2,3-a]quinolizine-10-carboxylic acid in 5 ml of toluene. The mixture was heated under reflux for an additional 30 minutes, left to stand at room temperature overnight and then washed once with water, twice with saturated aqueous sodium bicarbonate solution and once with saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulfate and evaporated in vacuo. The residue was recrystallized from ethyl acetate and there was obtained tert-butyl 8-(m-fluorophenyl)-4,5-dihydro-7-oxo-7H-thieno[2,3-a]quinolizine-10-carboxylate of m.p. 135°-137°.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for an additional 30 minutes
  3. waitleft
  4. washwashed once with water, twice with saturated aqueous sodium bicarbonate solution and once with saturated aqueous sodium chloride solution
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-75ea7ce174554f1685a816a267e4b94d
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05036066

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