Hydrochloric Acid → HCID 66936091, compound

HRID 1366592Notes

Reaction equation

HRID 1366592 reaction equation
[CH3:1][C:2]1([CH3:18])[C@@H:6]2[CH2:7][N:8](CC3C=CC=CC=3)[CH2:9][C@@H:5]2[CH2:4][N:3]1[CH3:17].Cl>CO.[Pd]>[CH3:1][C:2]1([CH3:18])[C@@H:6]2[CH2:7][NH:8][CH2:9][C@@H:5]2[CH2:4][N:3]1[CH3:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66936512HCID 66936512, compound

Product 1

HCID 66936091HCID 66936091, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a degassed solution of (rac)-cis-1,1,2-trimethyl-5-(phenylmethyl)octahydropyrrolo[3,4-c]pyrrole (1.44 g, 6 mmol) in MeOH (30 mL) was added 1 M HCl (12.3 mL, 12 mmol) followed by 10% Pd/C (220 mg). The resulting mixture was stirred overnight under a hydrogen balloon. Filtration of the catalyst and evaporation of the solvents in vacuo yielded (rac)-cis-1,1,2-trimethyloctahydropyrrolo[3,4-c]pyrrole in quantitative yield as a hydrochloride salt. LCMS: (M+H)+: 155.1.

Workup

  1. filtrationFiltration of the catalyst and evaporation of the solvents in vacuo

Sources & evidence

ORD record
ord-313998cc2be04a899b24e524b789a539
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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