Hydrochloric Acid → (R)-4-(1-aminoethyl)benzoic acid hydrochloride

HRID 1049084Notes

Reaction equation

HRID 1049084 reaction equation
C([S@@]([NH:7][C@@H:8]([C:10]1[CH:22]=[CH:21][C:13]([C:14]([O:16]C(C)(C)C)=[O:15])=[CH:12][CH:11]=1)[CH3:9])=O)(C)(C)C.[ClH:23]>>[ClH:23].[NH2:7][C@@H:8]([C:10]1[CH:22]=[CH:21][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=1)[CH3:9]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 58417313tert-butyl 4-[(1R)-1-{[(S)-tert-butylsulfinyl]amino}ethyl]benzoate

Product 1

HCID 67395329(R)-4-(1-aminoethyl)benzoic acid hydrochloride

Conditions

Temperature
60 °C

Procedure

To a vial containing tert-butyl 4-[(1R)-1-{[(S)-tert-butylsulfinyl]amino}ethyl]benzoate (0.065 g, 0.20 mmol) was added hydrochloric acid (2.0 mL, 8.0 mmol, 4.0 M in 1,4-dioxane). This vial was capped and heated at 60° C. for 2 h, and then completely evaporated to afford (R)-4-(1-aminoethyl)benzoic acid hydrochloride as a white solid. LC-MS: (FA) ES+ 166.

Workup

  1. customThis vial was capped
  2. customcompletely evaporated

Sources & evidence

ORD record
ord-b8955f6fe449447f89a4dc485a20e7ad
Source dataset
uspto-grants-2016_07
Patent number
US09382197B2

Reaction notes

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