Hydrochloric Acid → ALLYL 4-BROMOBUTYRATE

HRID 1420540Notes

Reaction equation

HRID 1420540 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

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7858Allyl AlcoholHCID 702254-Bromobutyryl chloride

Product 1

HCID 7010323ALLYL 4-BROMOBUTYRATEYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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

  1. customThe organic layer was separated
  2. washwashed with saturated aqueous brine
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-9190722aae10416280c7065235af5f40
Source dataset
uspto-grants-2000_06
Patent number
US06071899

Reaction notes

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