1,2-Dibromoethane → HCID 178443368, compound
Reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH:9]([CH3:11])[CH3:10])[CH2:3][CH2:4]Br.[Mg:12].C(Br)C[Br:15].ClCl>O1CCCC1>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH:9]([CH3:10])[CH3:11])[CH2:3][CH2:4][Mg:12][Br:15]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
A tetrahydrofuran solution of 3,7-dimethyloctylmagnesium bromide was prepared from 6.64 g (0.03 mol) of 3,7-dimethyloctyl bromide, 0.73 g of metallic magnesium, 50 ml of tetrahydrofuran and 3 droplets of ethylene dibromide in a similar manner to that described in Example 1 and cooled to 5° C., followed by the addition of 0.6 g (0.003 mol) of CuBr·(CH3)2S. The obtained mixture was stirred at that temperature for 30 minutes. 50 ml of a solution of 3.4 g (0.02 mol) of 3-chloro-6-methylene-2-methyloctadiene-1,7 having a purity of 70% in tetrahydrofuran was dropped into the resulting mixture over a period of 30 minutes. After the completion of the dropping, the obtained mixture was stirred at that temperature for one hour and subjected to TLC and HPLC to confirm the disappearance of the chlorine-containing raw material.
Workup
- stirringAfter the completion of the dropping, the obtained mixture was stirred at that temperature for one hour
- additioncontaining raw material
Sources & evidence
- ORD record
- ord-339c2c3a8d8c4bacb9e01767cd2b4816
- Source dataset
- uspto-grants-1991_12
- Patent number
- US05073659
Reaction notes
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