Sodium Hydroxide → HCID 15023475, compound

HRID 973999Notes

Reaction equation

HRID 973999 reaction equation
[CH2:1]([N:3]([CH2:23][CH3:24])[CH2:4][CH2:5][NH:6][C:7](=[O:22])[C:8](Cl)([CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:2].[OH-:25].[Na+]>Cl>[CH2:1]([N:3]([CH2:23][CH3:24])[CH2:4][CH2:5][NH:6][C:7](=[O:22])[C:8]([CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([OH:25])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19775521HCID 19775521, compound

Product 1

HCID 15023475HCID 15023475, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of N-[2-(diethylamino)ethyl]-2-chloro-2-cyclohexyl-2-phenylacetamide (6.35 g) and 1N hydrochloric acid (100 ml) was heated at 55° C. for 2 hours. After being cooled, the solution was made alkaline with 6N aqueous solution of sodium hydroxide and extracted with ethyl acetate. The extract was dried over magnesium sulfate, evaporated under reduced pressure. And the residue was triturated with a mixture of n-hexane and diisopropyl ether to give N-[2-(diethylamino)ethyl]-2-cyclohexyl-2-hydroxy-2-phenylacetamide (4.98 g).

Workup

  1. temperatureAfter being cooled
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. customevaporated under reduced pressure
  5. customAnd the residue was triturated with a mixture of n-hexane and diisopropyl ether

Sources & evidence

ORD record
ord-2b7b2f7ceca64bc797e82fe8f6696294
Source dataset
uspto-grants-1991_11
Patent number
US05066680

Reaction notes

Loading…