Hydrochloric Acid → HCID 10379719, compound

HRID 1461114Notes

Reaction equation

HRID 1461114 reaction equation
[C:1]1([CH:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:8]2[CH2:11][C:10]([CH3:22])([CH2:12][N:13](C(=O)C(F)(F)F)[CH2:14][CH3:15])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C(O)C.Cl>C(O)(=O)C>[C:1]1([CH:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:8]2[CH2:11][C:10]([CH2:12][NH:13][CH2:14][CH3:15])([CH3:22])[CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 100459041-diphenylmethyl-3-methyl-3-[N-(ethyl)trifluoroacetylaminomethyl]azetidine

Product 1

HCID 10379719HCID 10379719, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.9 g (10 mmol) of 1-diphenylmethyl-3-methyl-3-[N-(ethyl)trifluoroacetylaminomethyl]azetidine in 20 ml of 5% strength sodium hydroxide and 20 ml of ethanol are stirred for one hour at 70° C. The solution is cooled, brought to pH 8 with hydrochloric acid, acidified with acetic acid and evaporated, the residue is extracted with chloroform, the organic phase is dried with anhydrous sodium sulphate, the solvent is evaporated off and 2.5 g (85%) of 1-diphenylmethyl-3-ethylaminomethyl-3-methylazetidine are obtained.

Workup

  1. temperatureThe solution is cooled
  2. customevaporated
  3. extractionthe residue is extracted with chloroform
  4. dry with materialthe organic phase is dried with anhydrous sodium sulphate
  5. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-ddb3a1e39f6e4d25b5a0f916c9b21fe9
Source dataset
uspto-grants-1991_12
Patent number
US05073646

Reaction notes

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