Hydrochloric Acid → 3,6-dihydro-6-(4-ethoxyphenyl)-3-hydroxymethyl-5-methyl-2H-1,2-oxazine hydrochloride

HRID 1018478Notes

Reaction equation

HRID 1018478 reaction equation
C(OC([N:8]1[CH:13]([CH2:14][OH:15])[CH:12]=[C:11]([CH3:16])[CH:10]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH3:25])=[CH:19][CH:18]=2)[O:9]1)=O)(C)(C)C.[ClH:26]>CO>[ClH:26].[CH2:24]([O:23][C:20]1[CH:19]=[CH:18][C:17]([CH:10]2[O:9][NH:8][CH:13]([CH2:14][OH:15])[CH:12]=[C:11]2[CH3:16])=[CH:22][CH:21]=1)[CH3:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 184015422-t-butyloxycarbonyl-3,6-dihydro-6-(4-ethoxyphenyl)-3-hydroxymethyl-5-methyl-2H-1,2-oxazine

Product 1

HCID 184015523,6-dihydro-6-(4-ethoxyphenyl)-3-hydroxymethyl-5-methyl-2H-1,2-oxazine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-t-butyloxycarbonyl-3,6-dihydro-6-(4-ethoxyphenyl)-3-hydroxymethyl-5-methyl-2H-1,2-oxazine (2.02 g, 5.78 mmol) in methanol (10 ml) saturated with hydrogen chloride gas was stirred at room temperature for 2 h. The solvent was evaporated and the residue crystallised from methanol-diethyl ether to give 3,6-dihydro-6-(4-ethoxyphenyl)-3-hydroxymethyl-5-methyl-2H-1,2-oxazine hydrochloride as a crystalline product.

Workup

  1. customThe solvent was evaporated
  2. customthe residue crystallised from methanol-diethyl ether

Sources & evidence

ORD record
ord-3cf445651ecd48e69f17095f82975147
Source dataset
uspto-grants-2002_11
Patent number
US06482824B1

Reaction notes

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