Hydrochloric Acid → (R)-2-amino-2-(2,4-difluorophenyl)ethanol hydrochloride

HRID 539086Notes

Reaction equation

[Si]([O:8][CH2:9][C@H:10]([NH:19][S@](C(C)(C)C)=O)[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[F:18])(C(C)(C)C)(C)C.[ClH:26].O1CCOCC1>CO>[ClH:26].[NH2:19][C@H:10]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[F:18])[CH2:9][OH:8]

Participants

Conditions

Temperature: 0 °C

Procedure

To a mixture of (S)—N—((R)-2-(tert-butyldimethylsilyloxy)-1-(2,4-difluorophenyl)ethyl)-2-methylpropane-2-sulfinamide (1.08 g, 2.76 mmol) in MeOH (8 mL) was added 4N HCl in dioxane (6.9 mL, 28 mmol) at 0° C. under N2. The reaction mixture was stirred at 0° C. for 4 hours. The solvents were evaporated in vacuo to give (R)-2-amino-2-(2,4-difluorophenyl)ethanol hydrochloride (0.58 g, 100%) as a white solid, which was used in the next step without further purification.

Workup

customThe solvents were evaporated in vacuo

Sources & evidence

ORD record: ord-dff5a1d4fce34cfa93aec2aff36da462
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865726B2

Reaction notes

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