Hydrochloric Acid → 1-benzhydrylazetidin-3-ol Hydrochloride

HRID 42079

Reaction equation

HRID 42079 reaction equation
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]2[CH2:11][CH:10]([OH:12])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:19]>CCOC(C)=O>[ClH:19].[C:13]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]2[CH2:11][CH:10]([OH:12])[CH2:9]2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3304481-(Diphenylmethyl)azetidin-3-ol

Product 1

HCID 28017261-benzhydrylazetidin-3-ol HydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-(Diphenylmethyl)-3-hydroxyazetidine (9.70 g) was suspended in 4.5 M HCl in EtOAc (35 mL) at room temperature and stirred for 10 min. The solvent was then evaporated to dryness to give 1-(diphenylmethyl)-3-hydroxyazetidine hydrochloride (12.0 g, 100%). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 7.30-7.70 (10H, m), 5.85 (1H, s), 5.80 (1H, d), 4.46 (1H, m), 3.70-4.20 (4H, m).

Workup

  1. customThe solvent was then evaporated to dryness

Sources & evidence

ORD record
ord-0cd66641d3cf44f0803004b3573e23f5
Source dataset
uspto-grants-2013_09
Patent number
US08536160B2

Linked notes

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