1-Propanol → Propyl aminoacetate hydrochloride

HRID 2042929Notes

Reaction equation

HRID 2042929 reaction equation
Cl.[NH2:2][CH2:3][C:4]([OH:6])=[O:5].O=S(Cl)[Cl:9].[CH2:11](O)[CH2:12][CH3:13]>>[ClH:9].[NH2:2][CH2:3][C:4]([O:6][CH2:11][CH2:12][CH3:13])=[O:5]

Participants

4

Reactant 3

HCID 10311-PropanolHCID 22316Glycine HydrochlorideHCID 24386Thionyl Chloride

Product 1

HCID 2759254Propyl aminoacetate hydrochlorideYield 98%

Conditions

Temperature
70 °C

Procedure

To a solution of glycine hydrochloride 46 (4.5 g, 40.3 mmol) in n-propanol (60 mL) was slowly added SOCl2 (13.5 mL) at room temperature. The reaction mixture was stirred at 70° C. for 15 h. After cooling to room temperature, the mixture was evaporated under vacuum to provide the titled compound (6.1 g, 98%) as a white solid. MH+118.

Workup

  1. customat room temperature
  2. temperatureAfter cooling to room temperature
  3. customthe mixture was evaporated under vacuum

Sources & evidence

ORD record
ord-edb413826c8e483ab110e8546745ee8e
Source dataset
uspto-grants-2013_11
Patent number
US08586550B2

Reaction notes

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