Hydrochloric Acid → 4-(7-Fluoro-2,3-dihydrobenzofuran-2-yl)piperidin-4-ol hydrochloride

HRID 1025492Notes

Reaction equation

HRID 1025492 reaction equation
[F:1][C:2]1[C:10]2[O:9][CH:8]([C:11]3([OH:24])[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[ClH:25].O1CCOCC1>CO>[ClH:25].[F:1][C:2]1[C:10]2[O:9][CH:8]([C:11]3([OH:24])[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67468828tert-Butyl 4-(7-fluoro-2,3-dihydrobenzofuran-2-yl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 674689424-(7-Fluoro-2,3-dihydrobenzofuran-2-yl)piperidin-4-ol hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-(7-fluoro-2,3-dihydrobenzofuran-2-yl)-4-hydroxypiperidine-1-carboxylate (0.404 g, 1.197 mmol) in MeOH (7.04 mL) was added HCl in dioxane (4 M, 4.4 mL, 17.48 mmol). Upon completion of addition, the reaction mixture was stirred at room temperature for 5 hours. After this time, the solvent was removed under reduced pressure to afford Compound 1F as a light yellow solid (0.38 g, 100% yield). LC/MS (m/z)=238 (M+H)+.

Workup

  1. additionUpon completion of addition
  2. customAfter this time, the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cefa5727ff234f208a8443df5050cbfc
Source dataset
uspto-grants-2014_05
Patent number
US08729084B2

Reaction notes

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