Diethyl Ether → HCID 178463964, compound

HRID 986849

Reaction equation

HRID 986849 reaction equation
[NH2:1][CH:2]([CH2:4][CH2:5][CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1)([CH3:9])[CH3:8])[CH3:3].[H][H].CCOCC>Cl>[NH2:1][CH:2]([CH2:4][CH2:5][CH2:6][C:7]([C@H:10]1[CH2:15][CH2:14][C@H:13]([NH2:16])[CH2:12][CH2:11]1)([CH3:9])[CH3:8])[CH3:3]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 201566692-Amino-6-(4-aminophenyl)-6-methylheptaneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 178463964HCID 178463964, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5.0 Parts of 2-amino-6-(4-aminophenyl)-6-methylheptane dissolved in 68 parts of 1N aqueous hydrochloric acid were shaken at room temperature and atmospheric pressure with hydrogen in the presence of 0.5 parts of Nishimura catalyst (rhodium-platinum oxides). Hydrogen uptake ceased at 105% of theory and the solution was filtered free of catalyst and treated with sodium hydroxide solution to give an oil which was isolated with ether. After removing the ether the residue was distilled to give 4.0 parts of cis and trans-2-amino-6-(4-aminocyclohexyl)-6-methyl-heptane b0.3 120°-9° with the following percentage composition by weight.

Workup

  1. filtrationthe solution was filtered free of catalyst
  2. additiontreated with sodium hydroxide solution
  3. customto give an oil which
  4. customAfter removing the ether the residue
  5. distillationwas distilled

Sources & evidence

ORD record
ord-bbbe8691bcf548d4a8c7dcad54652f95
Source dataset
uspto-grants-1987_12
Patent number
US04716248

Linked notes

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