Hydrochloric Acid → 2-(4-Bromophenyl)pyrrolidine hydrochloride

HRID 1054769Notes

Reaction equation

HRID 1054769 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][CH2:11][CH2:10][N:9]2C(OC(C)(C)C)=O)=[CH:4][CH:3]=1.[ClH:20]>CO>[ClH:20].[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53407516tert-Butyl 2-(4-bromophenyl)pyrrolidine-1-carboxylate

Product 1

HCID 534075152-(4-Bromophenyl)pyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The suspension of tert-butyl 2-(4-bromophenyl)pyrrolidine-1-carboxylate (1.2 g, 3.7 mmol) in anhydrous methanol (10 mL) was added hydrogen chloride in methanol (20 mL, 4.0 M in MeOH) under nitrogen. The reaction was stirred at room temperature for 1.5 hours. The mixture was concentrated to afford the title compound (0.99 g, quantitative yield) which was used without purification in the next step.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-795ccc6c6ea94043b842f7f0fb007d62
Source dataset
uspto-grants-2016_07
Patent number
US09394285B2

Reaction notes

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