Carbon Dioxide → 8-ethyl-8-azabicyclo[3.2.1]octan-3-one

HRID 648192노트

반응식

HRID 648192 반응식
CO[CH:3]1[CH2:7][CH2:6][CH:5](OC)[O:4]1.Cl.C(C(O)=O)[C:12]([CH2:14][C:15](O)=O)=O.C([O-])(=O)CC(CC([O-])=O)(C([O-])=O)O.[Na+].[Na+].[Na+].[CH2:37]([NH2:39])[CH3:38].C(=O)=O>O>[CH2:37]([N:39]1[CH:6]2[CH2:5][CH2:12][CH:14]1[CH2:15][C:3](=[O:4])[CH2:7]2)[CH3:38]

참가 물질

8

반응물 6

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 6224Trisodium citrateHCID 6341EthylamineHCID 68328Acetonedicarboxylic acidHCID 790982,5-Dimethoxytetrahydrofuran

생성물 1

HCID 2729578-ethyl-8-azabicyclo[3.2.1]octan-3-one수율 46%

시약·촉매·용매 1

HCID 962Water용매3회

실험 절차

52 ml of 2,5-dimethoxy-tetrahydrofuran (0.402 moles) are dissolved in 58 ml of water and acidified with 1.2 ml of 37% hydrochloric acid. After 15 minutes, 58 g of acetonedicarboxylic acid (0.397 moles) are added followed by 40.4 g of tribasic sodium citrate bihydrate (0.137 moles) dissolved in 58 ml of water. 18.5 g of ethylamine (0.411 moles) in 35 ml of water are then dripped in. The mixture is left stirring until carbon dioxide ceases to be evolved. It is then saturated with K2CO3 and extracted with ethyl ether. After drying and evaporating the solvent, the crude product is distilled under vacuum. 27.9 g of 8-ethyl-8-azabicyclo-[3.2.1]-octan-3-one are obtained.

후처리

  1. waitThe mixture is left
  2. extractionsaturated with K2CO3 and extracted with ethyl ether
  3. customAfter drying
  4. customevaporating the solvent
  5. distillationthe crude product is distilled under vacuum

출처 및 근거

ORD 기록
ord-d7fc5ef1874843058f1260b1529652ea
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04411902

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