Methanol → HCID 12471541, compound

HRID 1196419Notes

Reaction equation

HRID 1196419 reaction equation
S(Cl)(Cl)=O.[CH3:5][NH:6][CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:8][C:9]([OH:11])=[O:10].[CH3:18]O>>[CH3:18][O:10][C:9](=[O:11])[CH2:8][CH:7]([NH:6][CH3:5])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 126956133-(Methylamino)-3-phenylpropanoic acid

Product 1

HCID 12471541HCID 12471541, compound

Procedure

Thionyl chloride (30 ml) was added at 0°-5° C. to a stirred solution of 3-methylamino-3-phenylpropionic acid (39 g) in anhydrous methanol and the mixture stirred at ambient temperature for 5 hours. The solution was evaporated under reduced pressure and the residue treated with 2N sodium carbonate (350 ml). The solution was extracted with dichloromethane (2×100 ml). The combined extracts were washed with water (250 ml) dried over magnesium sulphate and evaporated under reduced pressure to give methyl-3-methylamino-3-phenylpropionate (36.9 g) as a clear orange oil.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. additionthe residue treated with 2N sodium carbonate (350 ml)
  3. extractionThe solution was extracted with dichloromethane (2×100 ml)
  4. washThe combined extracts were washed with water (250 ml)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5b55ce48d29c48fc90d56d41e3f661be
Source dataset
uspto-grants-1992_05
Patent number
US05114461

Reaction notes

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