Hydrochloric Acid → 1258784-67-6

HRID 709410

Reaction equation

HRID 709410 reaction equation
[ClH:1].[CH2:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]2[CH2:18][C@H:17]2[NH:19]C(=O)OC(C)(C)C)=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[CH2:2]([O:9][C:10]1[CH:11]=[CH:12][C:13]([C@@H:16]2[CH2:18][C@H:17]2[NH2:19])=[CH:14][CH:15]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15480693tert-Butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate2×

Product 1

HCID 667150851258784-67-6Yield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

HCl in Dioxane (390 ml) was added to a solution of tert-butyl ((trans)-2-(4-(benzyloxy)phenyl)cyclopropyl)carbamate (Intermediate U, 78 g, 0.23 mol) in 1,4-dioxane (780 mL) at 0° C. and stirred at RT for 12 h. After completion, the solvent was evaporated and the residue was triturated with diethyl ether (1 L) followed by hexane (1 L) to give (trans)-2-(4-(benzyloxy)phenyl)cyclopropanamine hydrochloride (55 g, 87%) as off-white solid.

Workup

  1. customAfter completion, the solvent was evaporated
  2. customthe residue was triturated with diethyl ether (1 L)

Sources & evidence

ORD record
ord-3a5fe46482114071b07b88612e421bc5
Source dataset
uspto-grants-2015_11
Patent number
US09181198B2

Linked notes

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