Sodium Hydroxide → HCID 13323911, compound

HRID 867208Notes

Reaction equation

HRID 867208 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH3:27])[C:9]([CH:11]1[CH2:13][C:12]1([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O.[OH-].[Na+]>CCOCC>[CH3:27][N:8]([CH2:9][CH:11]1[CH2:13][C:12]1([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:7]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 13323910HCID 13323910, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13323911HCID 13323911, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of lithium aluminum hydride (0.30 g) in ether (10 ml) was added a solution of 2-(m-chlorophenyl)-2-phenylcyclopropanecarboxylic acid N,N-dimethylamide (0.900 g) in ether (15 ml) under ice-cooling, and the resulting mixture was stirred under reflux for 3 hours. The reaction mixture was cooled, admixed with a 10 % aqueous solution of sodium hydroxide (20 ml) and extracted with ether. The ether extract was dried over anhydrous magnesium sulfate and evaporated to afford N,N-dimethyl-2-(m-chlorophenyl)-2-phenylcyclopropylmethylamine as an oily substance. M.P. 188° - 190° C. (hydrochloride).

Workup

  1. temperaturecooling
  2. temperatureunder reflux for 3 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-9839244ff0504bd19655716991dfabec
Source dataset
uspto-grants-1978_07
Patent number
US04103030

Reaction notes

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