Potassium Iodide → HCID 178495939, compound

HRID 1672132Notes

Reaction equation

HRID 1672132 reaction equation
Cl[CH2:2][C:3]([N:5]([CH2:7][CH:8]([O:11][CH3:12])[O:9][CH3:10])[CH3:6])=[O:4].[NH2:13][C@H:14]1[CH2:19][CH2:18][C@H:17]([OH:20])[CH2:16][CH2:15]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(#N)C>[OH:20][C@H:17]1[CH2:18][CH2:19][C@H:14]([NH:13][CH2:2][C:3]([N:5]([CH2:7][CH:8]([O:11][CH3:12])[O:9][CH3:10])[CH3:6])=[O:4])[CH2:15][CH2:16]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 128507002-Chloro-N-(2,2-dimethoxyethyl)-N-methylacetamideHCID 178511715HCID 178511715, compound

Product 1

HCID 178495939HCID 178495939, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
85 °C

Procedure

15.0 g 2-chloro-N-(2,2-dimethoxy-ethyl)-N-methyl-acetamide in 80 ml acetonitrile are added dropwise within one hour to a suspension of 10.6 g (trans)-4-aminocyclohexanol, 16.25 g sodium carbonate and 0.64 g potassium iodide in 220 ml acetonitrile which has been warmed to 85° C. The mixture is stirred for one hour at 85° C. and for 16.5 hours at ambient temperature. It is filtered off and the filtrate is evaporated down. The residue is purified by chromatography and then recrystallised from methyl-tert-butylether and cyclohexane.

Workup

  1. filtrationIt is filtered off
  2. customthe filtrate is evaporated down
  3. customThe residue is purified by chromatography
  4. customrecrystallised from methyl-tert-butylether and cyclohexane

Sources & evidence

ORD record
ord-8b87dd60189d4420ae90373d897337d4
Source dataset
uspto-grants-2011_08
Patent number
US07998949B2

Reaction notes

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