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

HRID 518719Notes

Reaction equation

HRID 518719 reaction equation
[OH:1][C:2]([CH:5]1[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1)([CH3:4])[CH3:3].[ClH:17].O1CCOCC1>C(Cl)Cl.CCOC(C)=O>[ClH:17].[NH:7]1[CH2:8][CH2:9][CH:5]([C:2]([OH:1])([CH3:4])[CH3:3])[CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66728723Tert-butyl 3-(2-hydroxypropan-2-yl)pyrrolidine-1-carboxylate

Product 1

HCID 667284892-(Pyrrolidin-3-yl)propan-2-ol hydrochlorideYield 102%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 3-(2-hydroxypropan-2-yl)pyrrolidine-1-carboxylate (0.69 g, 3.01 mmol) in DCM (15 mL) and EtOAc (5 mL) was added 4 M HCl in dioxane (3.01 mL, 12.04 mmol). The reaction was stirred overnight at RT and then concentrated to generate 2-(pyrrolidin-3-yl)propan-2-ol hydrochloride as a yellow oil (0.51 g, 102% yield).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-2d24075b429a4f4b95467a7ec54c430c
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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