Hydrochloric Acid → Hydrochloric Acid

HRID 1023821Notes

Reaction equation

HRID 1023821 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]3[CH2:16][C@H:15]3[NH:17]C(=O)OC(C)(C)C)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[ClH:25]>CCOCC>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]3[CH2:16][C@H:15]3[NH2:17])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[ClH:25]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86680872Tert-butyl(trans)-2-(3'-chlorobiphenyl-4-yl)cyclopropylcarbamate

Product 2

HCID 313Hydrochloric AcidYield 95.8%HCID 67453191HCID 67453191, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a cooled solution of tert-butyl (trans)-2-(3′-chlorobiphenyl-4-yl)cyclopropylcarbamate (3 g) in Et2O (15 mL) at 0° C. was added HCl in Et2O (15 mL), stirred for 16 h at RT. The progress of the reaction was monitored by TLC. After completion, the solvent was evaporated, residue was triturated with. Et2O to get (Trans)-2-(3′-chlorobiphenyl-4-yl)cyclopropanamine as HCl salt (2.3 g, 95.8%) as a white solid. The HCl salt was made free base by using NaHCO3 solution and used in next reaction.

Workup

  1. customAfter completion, the solvent was evaporated
  2. customresidue was triturated with

Sources & evidence

ORD record
ord-5d6208259ff447ef9d41d1809550e2f6
Source dataset
uspto-grants-2014_05
Patent number
US08722743B2

Reaction notes

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