Hydrochloric Acid → 4-Methyloctahydropyrrolo[3,4-b][1,4]oxazine dihydrochloride

HRID 974895Notes

Reaction equation

HRID 974895 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([N:11]([CH3:17])[CH2:12][CH2:13][O:14]2)[CH2:9]1)C1C=CC=CC=1.[ClH:18]>CO.[Pd]>[ClH:18].[ClH:18].[CH3:17][N:11]1[CH:10]2[CH:15]([CH2:16][NH:8][CH2:9]2)[O:14][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 150699848-Benzyl-5-methyl2-oxa-5,8-diazabicyclo[4.3.0]nonane

Product 1

HCID 199698154-Methyloctahydropyrrolo[3,4-b][1,4]oxazine dihydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 9.4 g (40 mmol) of 8-benzyl-5-methyl-2-oxa-5,8-diazabicyclo[4.3.0]nonane in 150 ml of methanol and 7.4 ml of concentrated hydrochloric acid is hydrogenated on 3 g of palladium-on-active charcoal (10% of Pd) at 80° C. under 100 bar. The catalyst is filtered off with suction and the filtrate is concentrated. The residue is triturated with butanol/acetone 1:1 and the crystals are filtered off with suction and dried over P4O10 in a desiccator. The product is very hygroscopic.

Workup

  1. filtrationThe catalyst is filtered off with suction
  2. concentrationthe filtrate is concentrated
  3. customThe residue is triturated with butanol/acetone 1:1
  4. filtrationthe crystals are filtered off with suction
  5. dry with materialdried over P4O10 in a desiccator

Sources & evidence

ORD record
ord-ae6df3958cf94e9d80d60d36988cce1c
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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