N,N,N',N'-Tetramethylethylenediamine → HCID 73986572, 화합물

HRID 840079

반응식

HRID 840079 반응식
Br[C:2]1(Br)[CH2:4][C:3]1(Br)[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C([Li])CCC.CN(C)CCN(C)C.Br[CH2:26][CH:27]=[CH:28][CH2:29][CH3:30]>O1CCCC1.O>[CH2:26]([C:2]1[CH2:4][C:3]=1[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH:27]=[CH:28][CH2:29][CH3:30]

참가 물질

7

반응물 4

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 1407151-Bromo-pent-2-eneHCID 14972853HCID 14972853, 화합물HCID 178418339Butyllithium

생성물 1

HCID 73986572HCID 73986572, 화합물수율 39.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1.00 g (0.00287 mol) of 1,1,2-tribromo-2-pentyl-cyclopropane in 4 ml of tetrahydrofuran was placed under an inert atmosphere of nitrogen via a Firestone valve. To this mixture, cooling in an ice water bath, was added via syringe 3.58 ml (0.00861 mol) of 1.6M n-butyllithium in hexanes. After 30 minutes, 0.432 ml (0.00287 mol) of tetramethylethylene diamine and 0.339 ml (0.00287 mol) of 1-bromo-2-pentene were added by syringe. The reaction stirred for one hour while warming to room temperature, then for three hours at room temperature. To the resulting mixture was added 2 ml of water. This residue was extracted with diethyl ether. The resulting mixture was transferred to a separatory funnel and the phases were separated. The organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate in vacuo to yield 0.200 g (39.1% of theory) of 1-pent-2-enyl-2-pentyl-cyclopropene as an oil.

후처리

  1. temperatureTo this mixture, cooling in an ice water bath
  2. waitfor three hours at room temperature
  3. extractionThis residue was extracted with diethyl ether
  4. customThe resulting mixture was transferred to a separatory funnel
  5. customthe phases were separated
  6. dry with materialThe organic layer was dried over MgSO4
  7. filtrationfiltered
  8. customThe solvent was removed from the filtrate in vacuo

출처 및 근거

ORD 기록
ord-e21118d2c93f4115a629f2705b287859
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06365549B2

연결된 노트

불러오는 중…