Hydrochloric Acid → HCID 22063467, compound

HRID 1666186Notes

Reaction equation

HRID 1666186 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:13]C=O)([CH3:12])[CH3:11])[CH:5]=[CH:6][C:7]=1[F:8].Cl.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH2:13])([CH3:11])[CH3:12])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22063485N-[2-(3,4-Difluorophenyl)-1,1-dimethylethyl]formamide

Product 1

HCID 22063467HCID 22063467, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.00 g (18.5 mmol) of N-[2-(3,4-difluorophenyl)-1,1-dimethylethyl]formamide is dissolved in ethanol, combined with concentrated hydrochloric acid, and refluxed overnight. The reaction solution is poured onto ice water, made alkaline with sodium hydroxide, and extracted with tert-butylmethyl ether. The organic phases are washed with water, dried with sodium sulfate, and evaporated down. Yellow oil. Yield: 3.2 g (92%); mass spectrometry: [M+H]+=186.

Workup

  1. temperaturerefluxed overnight
  2. additionThe reaction solution is poured onto ice water
  3. extractionextracted with tert-butylmethyl ether
  4. washThe organic phases are washed with water
  5. dry with materialdried with sodium sulfate
  6. customevaporated down

Sources & evidence

ORD record
ord-e884f24f3c654fa39b4bcdf6fff7ead1
Source dataset
uspto-grants-2011_10
Patent number
US08044046B2

Reaction notes

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