Hydrochloric Acid → 2-(Azetidin-3-yl)propan-2-ol hydrochloride

HRID 518717Notes

Reaction equation

HRID 518717 reaction equation
[OH:1][C:2]([CH:5]1[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1)([CH3:4])[CH3:3].[ClH:16].O1CCOCC1>C(Cl)Cl>[ClH:16].[NH:7]1[CH2:8][CH:5]([C:2]([OH:1])([CH3:4])[CH3:3])[CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 596053061-Azetidinecarboxylic acid, 3-(1-hydroxy-1-methylethyl)-, 1,1-dimethylethyl ester

Product 1

HCID 532492032-(Azetidin-3-yl)propan-2-ol hydrochlorideYield 71.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-(2-hydroxypropan-2-yl)azetidine-1-carboxylate (0.87 g, 4.04 mmol) in DCM (15 mL) at 0° C. was added 4 M HCl in dioxane (8.08 mL, 16.16 mmol) dropwise. The reaction was stirred overnight at RT. The reaction mixture was concentrated and dried in vacuo to generate 2-(azetidin-3-yl)propan-2-ol hydrochloride as a brown solid (0.44 g, 71.8% yield).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-44cd91c7a6ef45918a21832f7c7fd2b5
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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