Ethanol → Ethyl 4-chlorobutyrate

HRID 595240

Reaction equation

HRID 595240 reaction equation
O=S(Cl)Cl.[Cl:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[CH3:12][CH2:13]O>>[CH2:12]([O:10][C:9](=[O:11])[CH2:8][CH2:7][CH2:6][Cl:5])[CH3:13]

Participants

4

Reactant 3

HCID 702EthanolHCID 123004-Chlorobutanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 18474Ethyl 4-chlorobutyrate

Procedure

SOCl2 (60.0 mL, 820 mmol) was added to a solution of 4-chloro-butyric acid (50.0 g, 410 mmol) in EtOH (1.2 L) at 0° C. The mixture was heated to reflux for 2 hr then cooled to room temperature and concentrated under reduced pressure to afford the crude 4-chloro-butyric acid ethyl ester.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hr
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-917bd02f027c47efa868f43de331fd4b
Source dataset
uspto-grants-2016_01
Patent number
US09242984B2

Linked notes

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