Ethanol → Ethyl 5-bromovalerate

HRID 400207Notes

Reaction equation

HRID 400207 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].S(Cl)(Cl)=O.[CH2:13](O)[CH3:14]>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:13][CH3:14])=[O:7]

Participants

4

Reactant 3

HCID 702EthanolHCID 163685-Bromovaleric acidHCID 24386Thionyl Chloride

Product 1

HCID 84580Ethyl 5-bromovalerate

Procedure

A! Starting from 5-bromopentanoic acid (50 g, 0.276 mole) and thionyl chloride (39 ml, 0.552 mole) in absolute ethanol (500 ml) and following the procedure of Example 13,A!, there were obtained 62.7 g of ethyl 5-bromopentanoate (quantitative yield) which was used as such in the next step.

Sources & evidence

ORD record
ord-fb8a0eb019d5437d82002e139ae4bcb3
Source dataset
uspto-grants-1998_10
Patent number
US05827881

Reaction notes

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