Formaldehyde → 3-methyl-8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

HRID 621444Notes

Reaction equation

HRID 621444 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[C:5]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:6][C:7]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9][C:8]=2[CH:14]=1.[CH2:19]=O>C(O)C.[Pt]=O>[ClH:1].[CH3:19][N:11]1[CH2:10][CH2:9][C:8]2[CH:14]=[C:4]([O:3][CH3:2])[C:5]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:6][C:7]=2[CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 712FormaldehydeHCID 212428758-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Product 1

HCID 212429163-methyl-8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride (1 g, 3.5 mmol), 37% aqueous formaldehyde (1.1 g) and platinum oxide (0.1 g) in ethanol (25 ml) was shaken under an atmosphere of hydrogen (60 psi). The mixture was degassed, filtered and concentrated at reduced pressure to give 3-methyl-8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride.

Workup

  1. customThe mixture was degassed
  2. filtrationfiltered
  3. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-cffe0e85e2ae43308b881759b514f899
Source dataset
uspto-grants-1989_04
Patent number
US04824839

Reaction notes

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