Water → (Dimethylaminoethyl)bis(1-cyclohexenyl)-methanol

HRID 1603180노트

반응식

HRID 1603180 반응식
Cl[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1.[Li].C(O[C:12](=[O:18])[CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])C.O>C(OCC)C>[CH3:17][N:15]([CH2:14][CH2:13][C:12]([C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1)([C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1)[OH:18])[CH3:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 135931-ChlorocyclohexeneHCID 88372beta-Alanine, N,N-dimethyl-, ethyl esterHCID 3028194Lithium

생성물 1

HCID 54563448(Dimethylaminoethyl)bis(1-cyclohexenyl)-methanol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

1-chloro-1-cyclohexene (5.8 g; 0.049 mol) was added to lithium (1.1 g; 0.049 mol) in diethyl ether (50 ml) in a single portion. After stirring overnight at room temperature, stirring was continued for 7 more hours with reflux. After cooling, ethyl-3-(N,N-dimethylamino)propionate (3.0 g; 0.021 mol) was added and as a result of the exothermic reaction refluxing occurred. After cooling to room temperature and stirring for another 30 minutes 100 ml of water was added. The water layer was separated off and extracted with diethyl ether. The combined ether layer was dried (K2CO3), filtered and evaporated. The yield was 4.5 g (83%).

후처리

  1. stirringstirring
  2. temperaturewith reflux
  3. temperatureAfter cooling
  4. customas a result of the exothermic reaction
  5. temperaturerefluxing
  6. temperatureAfter cooling to room temperature
  7. additionwas added
  8. customThe water layer was separated off
  9. extractionextracted with diethyl ether
  10. dry with materialThe combined ether layer was dried (K2CO3)
  11. filtrationfiltered
  12. customevaporated

출처 및 근거

ORD 기록
ord-ab7b9793bd624a9095e657265514e455
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05986029

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