Hydrochloric Acid → HCID 89760799, compound

HRID 1479165Notes

Reaction equation

HRID 1479165 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@H:11]([CH3:12])[C@H:10]2[NH:13]C(=O)OC(C)(C)C)=[CH:5][CH:4]=1>O1CCOCC1.ClCCl>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH:11]([CH3:12])[CH:10]2[NH2:13])=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 89760757HCID 89760757, compound

Product 1

HCID 89760799HCID 89760799, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of HCl in dioxane (0.6 ml) was added to a solution of racemic tert-butyl N-[(1R,2R,3S)-2-(4-chlorophenyl)-3-methyl-cyclopropyl]carbamate. (84.5 mg) in dichloromethane (1.2 ml). The solution was left for 3 hours during which time a white precipitate had formed. The solvent was evaporated and the solid was stirred with diethyl ether, filtered off, and washed with more ether to yield 43.4 mg (83%) of racemic (1R,2R,3S)-2-(4-chlorophenyl)-3-methyl-cyclopropanamine hydrochloride

Workup

  1. customhad formed
  2. customThe solvent was evaporated
  3. filtrationfiltered off
  4. washwashed with more ether

Sources & evidence

ORD record
ord-b71ddb922e13462ca7a3be0b129b50e0
Source dataset
uspto-grants-2016_08
Patent number
US09408392B2

Reaction notes

Loading…