Methane → 3-Aminohexanoic acid

HRID 355432

Reaction equation

HRID 355432 reaction equation
[C:1]([OH:8])(=[O:7])[CH:2]=[CH:3][CH2:4][CH2:5][CH3:6].C.[OH-].[NH4+:11]>>[NH2:11][CH:3]([CH2:4][CH2:5][CH3:6])[CH2:2][C:1]([OH:8])=[O:7]

Participants

4

Reactant 3

HCID 297MethaneHCID 144862-Hexenoic acidHCID 14923Ammonium Hydroxide

Product 1

HCID 52756453-Aminohexanoic acid

Conditions

Temperature
150 °C

Procedure

A mixture of 2 hexenoic acid (7.0 g, 0.06 mol) and concentrated aqueous ammonium hydroxide (70 ml) is heated for 24 hours in an autoclave at 150° C. The cooled mixture is treated with carbon black and filtered. After evaporation of the solvent the crude product is recrystallized from ethanol to give the title compound m.p. 203° C. (compound 1.21, Table 2). Following an analogous procedure, the compounds 1.8, 1.9, 1.12 and 1.18-1.20 of Table 1 are obtained.

Workup

  1. filtrationfiltered
  2. customAfter evaporation of the solvent the crude product
  3. customis recrystallized from ethanol

Sources & evidence

ORD record
ord-4461f9e5644e48eda9df573a71a45b0d
Source dataset
uspto-grants-1998_11
Patent number
US05830919

Linked notes

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