Hydrochloric Acid → Allyl 4-bromobutyrate
Reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].C([OH:11])C=C.N1C=C[CH:15]=[CH:14][CH:13]=1.Cl>ClCCl>[Br:1][CH2:2][CH2:3][CH2:4][C:5]([O:6][CH2:13][CH:14]=[CH2:15])=[O:11]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Bromobutryl chloride (18.6 g) was treated with allyl alcohol (5.8 g) in the presence of pyridine (8 g) in dry dichloromethane at 0° C. for 0.5 hours. The solution was treated with aqueous HCl and warmed to room temperature. The organic layer was separated, washed with saturated aqueous brine, dried (MgSO4) and evaporated to give the title compound as a colourless oil, 19.7 g, 95% yield
Workup
- customThe organic layer was separated
- washwashed with saturated aqueous brine
- dry with materialdried (MgSO4)
- customevaporated
Sources & evidence
- ORD record
- ord-9190722aae10416280c7065235af5f40
- Source dataset
- uspto-grants-2000_06
- Patent number
- US06071899
Reaction notes
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