Hydrochloric Acid → Benzyl [4-(aminomethyl)phenyl]carbamate--hydrogen chloride (1/1)

HRID 1984896Notes

Reaction equation

HRID 1984896 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18]C(OC(C)(C)C)=O)=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:27]>CCOC(C)=O>[ClH:27].[CH2:1]([O:8][C:9](=[O:26])[NH:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][NH2:18])=[CH:15][CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68847347HCID 68847347, compound

Product 1

HCID 21927773Benzyl [4-(aminomethyl)phenyl]carbamate--hydrogen chloride (1/1)Yield 93%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of [4-(tert-butoxycarbonylamino-methyl)-phenyl]-carbamic acid benzyl ester (1.25 g, 3.51 mmol) in EtOAc (20 mL) was cooled on an ice-bath and 4 M hydrogen chloride in EtOAc (20 mL) was added. The mixture was stirred at ambient temperature for 20 min. The precipitate was collected by filtration, washed with EtOAc, and dried under reduced pressure to give (4-aminomethyl-phenyl)-carbamic acid benzyl ester hydrochloride (957 mg, 93%) as a white solid.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with EtOAc
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-152228eeaa5a4fc394e84953b123eab5
Source dataset
uspto-grants-2009_06
Patent number
US07544690B2

Reaction notes

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