Ammonium Hydroxide → 2-Amino-1-methylcyclohexan-1-ol

HRID 74943

Reaction equation

HRID 74943 reaction equation
[CH3:1][C:2]12[O:8][CH:7]1[CH2:6][CH2:5][CH2:4][CH2:3]2.[OH-].[NH4+:10]>O>[NH2:10][CH:7]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1([CH3:1])[OH:8]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 2242431-Methyl-1,2-epoxycyclohexane2×

Product 1

HCID 203650302-Amino-1-methylcyclohexan-1-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

To a solution of 1-methyl-7-oxabicyclo[4.1.0]heptane, 30a, (1.0 g, 7.1 mmol) in water was added ammonium hydroxide (6.0 mL, 154.1 mmol). The mixture was heated to 50° C. for 48 hours. The mixture was diluted with water, extracted with EtOAc and then twice with 20% MeOH/CHCl3. The organic phases were dried (MgSO4), filtered and concentrated in vacuo to provide the desired product, 30b, as an amorphous white solid.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic phases were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0e1f6b80027642ee843f29d90f473c6d
Source dataset
uspto-grants-2014_09
Patent number
US08829007B2

Linked notes

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