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

HRID 542731Notes

Reaction equation

HRID 542731 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-7f2269fdc3ed4402b0af7340f73ee0d8
Source dataset
uspto-grants-1987_04
Patent number
US04659706

Reaction notes

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