Hydrochloric Acid → HCID 86733838, compound

HRID 1283527Notes

Reaction equation

HRID 1283527 reaction equation
[CH:1]([NH:3][CH2:4][N:5]([CH3:13])[CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].[ClH:22]>CCOCC.C(O)C.CCOCC.O>[ClH:22].[ClH:22].[CH3:1][NH:3][CH2:4][N:5]([CH3:13])[CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydride2×HCID 86733840HCID 86733840, compound

Product 1

HCID 86733838HCID 86733838, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×HCID 21585056Diethyl ether ethanolSolvent

Procedure

N-Formylaminomethylcyclohexyldimethylamine prepared as in Example 3 (9.0 g. 0.05 mole) was dissolved in dry ether (100 ml) and added dropwise to a stirred suspension of lithium aluminium hydride (3.8 g. 0.1 mole) in dry ether (200 ml). The suspension was refluxed for 24 hr. and excess lithium aluminium hydride decomposed by dropwise addition of water (8 ml), 30% sodium hydroxide solution (6 ml), and water (28 ml). The ether layer was separated, dried (Na2SO4), and evaporated to give a colourless mobile oil (7.8 g. 94.2%). An aliquot of this oil was treated with 10% ethanolic hydrochloric acid to give colourless needles of N-methylaminomethylcyclohexyldimethylamine dihydrochloride, m.p. 232°-233° (from ethanol/ether).

Workup

  1. temperatureThe suspension was refluxed for 24 hr
  2. customThe ether layer was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customto give a colourless mobile oil (7.8 g. 94.2%)

Sources & evidence

ORD record
ord-171305f2aa894d988067162c846e72ab
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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