Hydrochloric Acid → 2-(Phenylsulfonyl)ethanamine hydrochloride

HRID 844260Notes

Reaction equation

HRID 844260 reaction equation
C(OC([NH:8][CH2:9][CH2:10][S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])=O)(C)(C)C.[ClH:20]>C(OCC)(=O)C>[ClH:20].[C:14]1([S:11]([CH2:10][CH2:9][NH2:8])(=[O:12])=[O:13])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22612526N-Boc-2-(phenylsulfonyl)ethanamine

Product 1

HCID 136550652-(Phenylsulfonyl)ethanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The sulfone from Step F (1.20 g, 4.21 mmol) was dissolved in ethyl acetate (10 mL). The solution was saturated with hydrogen chloride gas and stirred for 1 hour, then concentrated in vacuo. The residue was partitioned between methylene chloride (10 mL) and water (10 mL). The layers were separated and the aqueous layer was washed with methylene chloride (3×10 mL) and concentrated in vacuo to provide the title compound as a white solid which was sufficiently pure for use in the next step.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between methylene chloride (10 mL) and water (10 mL)
  3. customThe layers were separated
  4. washthe aqueous layer was washed with methylene chloride (3×10 mL)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4584c816008b4580a838623d9efffcd5
Source dataset
uspto-grants-2002_04
Patent number
US06380228B1

Reaction notes

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