N,N,N',N'-Tetramethylethylenediamine → HCID 73986572、化合物

HRID 840079

反応式

HRID 840079 の反応式
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]

参加物

7

反応物 4

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 1407151-Bromo-pent-2-eneHCID 14972853HCID 14972853、化合物HCID 178418339Butyllithium

生成物 1

HCID 73986572HCID 73986572、化合物収率 39.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e21118d2c93f4115a629f2705b287859
出典データセット
uspto-grants-2002_04
特許番号
US06365549B2

関連ノート

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