Sodium Hydroxide → HCID 13251820, compound

HRID 745484

Reaction equation

HRID 745484 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH2:8].[C:9]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([CH3:23])[CH2:21]Cl)=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10].[OH-].[Na+]>CCOCC>[C:9]([C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH:20]([CH3:23])[CH2:21][NH:1][C@@H:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]2[NH2:8])=[CH:17][CH:18]=1)([CH3:12])([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 438061,2-Diaminocyclohexane, trans-HCID 132518171-tert-Butyl-4-(3-chloro-2-methylpropyl)benzene

Product 1

HCID 13251820HCID 13251820, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
140 °C

Procedure

274 g of trans-1,2-diaminocyclohexane and 134.4 g of 3-(4-tert.-butylphenyl)-2-methylpropyl chloride (German Laid-Open Application DOS No. 2,752,096) were stirred for 10 hours at 140° C. and then cooled to +10° C. in an ice bath, and 200 ml of a 50% strength by weight sodium hydroxide solution were added slowly, followed by the addition of 200 ml of ether. The organic phase was separated off, dried over potassium hydroxide and distilled to give 151 g of N-(3-(4-tert.-butylphenyl)-2-methylpropyl)-trans-1,2-diaminocyclohexane of boiling point 175°-180° C./0.3 mbar. Yield: 83.3% of theory.

Workup

  1. temperaturecooled to +10° C. in an ice bath
  2. customThe organic phase was separated off
  3. dry with materialdried over potassium hydroxide
  4. distillationdistilled

Sources & evidence

ORD record
ord-9d6febe3472e4acb8c5384b0ade92637
Source dataset
uspto-grants-1986_07
Patent number
US04599335

Linked notes

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