Ethanol → Ethyl 6-bromohexanoate

HRID 400206Notes

Reaction equation

HRID 400206 reaction equation
S(Cl)(Cl)=O.[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12].[CH2:14](O)[CH3:15]>>[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 3

HCID 702EthanolHCID 202106-Bromohexanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 117544Ethyl 6-bromohexanoate

Procedure

A! Thionyl chloride (22.5 ml, 0.31 mole) was dropped at 0° C. in absolute ethanol (300 ml). At the end of the addition, 6-bromohexanoic acid (30 g, 0.153 mole) was added in small portions, then the mixture was stirred for 5 hours at room temperature and evaporated to dryness while taking it up in ethanol 2 times. The ethyl 6-bromohexanoate thus obtained was used as such in the next step.

Workup

  1. additionwas added in small portions
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-eb834366fe3849c4bf2cf5fb0ea9acc6
Source dataset
uspto-grants-1998_10
Patent number
US05827881

Reaction notes

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