Dichloromethane → Hydrochloric Acid

HRID 1481236Notes

Reaction equation

HRID 1481236 reaction equation
C([O:5][C:6](=[O:17])[CH:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16])[CH2:8][NH2:9])(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)[Cl:26]>>[ClH:26].[NH2:9][CH2:8][CH:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16])[C:6]([OH:17])=[O:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 89812969HCID 89812969, compound

Product 2

HCID 313Hydrochloric AcidHCID 55263423HCID 55263423, compound

Procedure

A mixture of 3-amino-2-(2-fluoro-phenyl)-propionic acid tert-butyl ester (1.4 g) and TFA (10 mL) in DCM (10 mL) was stirred at rt for 1.5 h, which was then concentrated, co-evaporated with aqueous HCl solution (50 mL, 2 M) and acetonitrile respectively. Ether was added to the resulting mixture; solids were collected via filtration and air dried to give HCl salt of 3-amino-2-(2-fluoro-phenyl)-propionic acid (1.25 g).

Workup

  1. concentrationwhich was then concentrated, co-evaporated with aqueous HCl solution (50 mL, 2 M) and acetonitrile respectively
  2. additionEther was added to the resulting mixture
  3. filtrationsolids were collected via filtration and air
  4. customdried

Sources & evidence

ORD record
ord-3d6ab06cc5de4e29b9b8d6af090142f5
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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