Hydrochloric Acid → 3-Phenoxypyrrolidine--hydrogen chloride (1/1)

HRID 633879Notes

Reaction equation

HRID 633879 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--hydrogen chloride (1/1)

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-9c89bbaf9dcd4e2f87ffda1cd0f5df6c
Source dataset
uspto-grants-2016_04
Patent number
US09321769B2

Reaction notes

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