Hydrochloric Acid → HCID 86705557, compound

HRID 2279571Notes

Reaction equation

HRID 2279571 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([NH:16]C(=O)OC(C)(C)C)[CH2:10][CH2:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.O1CCOCC1>C(Cl)Cl.CCOCC>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([NH2:16])[CH2:10][CH2:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86705556HCID 86705556, compound

Product 1

HCID 86705557HCID 86705557, compoundYield 151.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 374 (395 mg, 1.03 mmol) in DCM (5 mL) was added a 4M HCl in dioxane (1.03 mL, 4.13 mmol) and stirring was continued overnight. The mixture was diluted with ether, filtered, dried and concentrated to afford 248 mg (75%) of (R)-1-(3,4-dichlorophenyl)-3-(methylsulfonyl)propan-1-amine hydrochloride (376) as white solid.

Workup

  1. filtrationfiltered
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a1309f37f78646148bbe6e6190035956
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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