Methanol → HCID 85811011, compound

HRID 1582861Notes

Reaction equation

HRID 1582861 reaction equation
S(Cl)([Cl:3])=O.[OH:5][CH:6]([CH2:13][CH2:14][O:15][CH3:16])[CH2:7][NH:8][CH2:9][C:10]([OH:12])=[O:11].[CH3:17]O>>[ClH:3].[OH:5][CH:6]([CH2:13][CH2:14][O:15][CH3:16])[CH2:7][NH:8][CH2:9][C:10]([O:12][CH3:17])=[O:11]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 22716466HCID 22716466, compound

Product 1

HCID 85811011HCID 85811011, compound

Procedure

11.94 ml of thionylchloride are added dropwise, within 20 minutes, to a suspension of 5.80 g of (2-hydroxy-4-methoxy-butylamino)-acetic acid in 200 ml methanol while cooling with an ice bath. The reaction mixture is allowed to come up to ambient temperature overnight. For working up, the cloudy solution is evaporated to dryness. The residue is stirred several times with 100 ml aliquots of methanol, which is then distilled off in vacuo using the rotary evaporator. The viscous crude product is reacted further without any additional purification.

Workup

  1. temperaturewhile cooling with an ice bath
  2. customthe cloudy solution is evaporated to dryness
  3. distillationis then distilled off in vacuo
  4. customthe rotary evaporator
  5. customThe viscous crude product is reacted further without any additional purification

Sources & evidence

ORD record
ord-cf6cf56e04ba48f384fe69fa647426eb
Source dataset
uspto-grants-2004_05
Patent number
US06740651B2

Reaction notes

Loading…