Dichloromethane → Hydrochloric Acid

HRID 1481233Notes

Reaction equation

HRID 1481233 reaction equation
C([O:5][C:6](=[O:17])[CH:7]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[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:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=1)[C:6]([OH:17])=[O:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 89813147HCID 89813147, compound

Product 2

HCID 313Hydrochloric AcidHCID 22339844α-(Aminomethyl)-4-fluorobenzeneacetic acid

Procedure

A mixture of 3-amino-2-(4-fluoro-phenyl)-propionic acid tert-butyl ester (1.3 g) and TFA (10 mL) in DCM (10 mL) was stirred at rt for 1.5 h. Then concentrated, HCl aqueous solution (50 mL, 2 M) was added and concentrated; then acetonitrile was added, and concentrated; then ether was added, solids were collected via filtration and air dried to give HCl salt of 3-amino-2-(4-fluoro-phenyl)-propionic acid (1.21 g).

Workup

  1. concentrationThen concentrated
  2. additionHCl aqueous solution (50 mL, 2 M) was added
  3. concentrationconcentrated
  4. additionthen acetonitrile was added
  5. concentrationconcentrated
  6. additionthen ether was added
  7. filtrationsolids were collected via filtration and air
  8. customdried

Sources & evidence

ORD record
ord-8369b4d45ea249f3840015022803296e
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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