Hydrochloric Acid → N-[3-(4-amino-phenyl)-propyl]-O-methyl-hydroxylamine dihydrochloride

HRID 2236737Notes

Reaction equation

HRID 2236737 reaction equation
[CH3:1][O:2][NH:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13]C(=O)C)=[CH:9][CH:8]=1.[ClH:17]>CO>[ClH:17].[ClH:17].[NH2:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][CH2:5][CH2:4][NH:3][O:2][CH3:1])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86619588N-[4-(3-methoxyamino-propyl)-phenyl]-acetamide

Product 1

HCID 86619589N-[3-(4-amino-phenyl)-propyl]-O-methyl-hydroxylamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of N-[4-(3-methoxyamino-propyl)-phenyl]-acetamide (0.50 mmol) and 20% aqueous hydrochloric acid (2 mL) in methanol (8 mL) is heated for 18 hours at 60° C. and then concentrated under reduced pressure to give N-[3-(4-amino-phenyl)-propyl]-O-methyl-hydroxylamine dihydrochloride (62 mg, 0.24 mmol) and is used in the following step without further purification.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ad2c55582a724c18a57e9cf613bbb046
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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