Water → 3-Methyl-3-azabicyclo[3.1.0]hexane-1-carboxylic acid

Reaction equation

[CH3:1][N:2]1[CH2:7][CH:6]2[C:4]([C:8]#N)([CH2:5]2)[CH2:3]1.[OH-:10].[K+].[OH2:12]>>[CH3:1][N:2]1[CH2:7][CH:6]2[C:4]([C:8]([OH:12])=[O:10])([CH2:5]2)[CH2:3]1

Participants

Reactant 3

HCID 962Water

HCID 14797Potassium Hydroxide

HCID 121996863-Methyl-3-azabicyclo[3.1.0]-hexane-1-carbonitrile

Product 1

HCID 233291843-Methyl-3-azabicyclo[3.1.0]hexane-1-carboxylic acid

Procedure

A solution of 10 g of 3-methyl-3-azabicyclo[3.1.0]-hexane-1-carbonitrile is 60 ml of saturated ethanolic KOH and 20 ml of water is boiled under reflux for 15 hours. After neutralization with hydrochloric acid the mixture is evaporated and the title compound is extracted from the resultant dried residue with hot absolute ethanol (M.P. 193°-195°).

Workup

temperatureunder reflux for 15 hours
customAfter neutralization with hydrochloric acid the mixture is evaporated
extractionthe title compound is extracted from the resultant dried residue with hot absolute ethanol (M.P. 193°-195°)

Sources & evidence

ORD record: ord-1f7c16e7d879450b9f9cf03cf27fb9d0
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04235921

Reaction notes

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