Hydrochloric Acid → 3-Phenoxypyrrolidine hydrochloride

HRID 2171979Notes

Reaction equation

HRID 2171979 reaction equation
[O:1]([CH:8]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:20]>ClCCl.O1CCOCC1>[ClH:20].[O:1]([CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23512104Tert-butyl 3-phenoxypyrrolidine-1-carboxylate

Product 1

HCID 450754753-Phenoxypyrrolidine hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a cooled solution of tert-butyl 3-phenoxypyrrolidine-1-carboxylate (172 mg, 0.65 mmol; which may be prepared as described in Step 2) in dichloromethane (4.3 mL) was added dropwise HCl 4N in dioxane (3.2 mL). The solution was warmed to room temperature and stirred for 1 h. The solvent was evaporated under reduced pressure to give the title compound (135 mg, quantitative) as an orange oil.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c88a50ab72d14d02bc390b8e2d9f248b
Source dataset
uspto-grants-2015_06
Patent number
US09051321B2

Reaction notes

Loading…