Hydrochloric Acid → HCID 131736574, compound

HRID 1479160Notes

Reaction equation

HRID 1479160 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C@@:9]2([CH3:20])[CH2:11][C@H:10]2[NH:12]C(=O)OC(C)(C)C)=[CH:5][CH:4]=1>ClCCl>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2([CH3:20])[CH2:11][CH:10]2[NH2:12])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89760952HCID 89760952, compound

Product 1

HCID 131736574HCID 131736574, compoundYield 141.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl (4M in dioxan, 3.24 ml, 13 mmol) was added to a solution of racemic tert-butyl N-[(1R,2R)-2-(4-chlorophenyl)-2-methyl-cyclopropyl]carbamate (731 mg, 2.60 mmol) in dichloromethane (14 ml). After 16 hours at room temperature the solvent was evaporated and the light yellow solid was stirred with tBuOMe and filtered to give racemic (1R,2R)-2-(4-chlorophenyl)-2-methyl-cyclopropanamine hydrochloride (401 mg, 71%) as a white solid.

Workup

  1. customAfter 16 hours at room temperature the solvent was evaporated
  2. filtrationfiltered

Sources & evidence

ORD record
ord-12a4475e2b334a2cb824f489ef7c9db0
Source dataset
uspto-grants-2016_08
Patent number
US09408392B2

Reaction notes

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