Hydrochloric Acid → HCID 20300870, compound

HRID 1733265Notes

Reaction equation

HRID 1733265 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:16])[CH:13](Br)[CH3:14])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.Cl>C(O)CO>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:16])[CH:13]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:14])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 20300973HCID 20300973, compound

Product 1

HCID 20300870HCID 20300870, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

21.2 g of 3-(p-tert.butyl-phenyl)-1,2-dimethyl-propyl bromide, 17 g of piperidine and 7.5 g of ethyleneglycol are heated to 110° C. for 60 hours. After cooling, the mixture is treated with 2-N hydrochloric acid and the neutral constituent is extracted with ether. Subsequently, the hydrochloric acid solution is made alkaline with 5-N sodium hydroxide solution and extracted with ether. The combined ether extracts are washed neutral with water, dried over sodium sulphate and evaporated. By distillation there is obtained pure 1-[3-(p-tert.butyl-phenyl)-1,2-dimethyl-propyl]-piperidine (boiling point 125° C./0.005 Torr) in the form of a colourless oil.

Workup

  1. temperatureAfter cooling
  2. extractionthe neutral constituent is extracted with ether
  3. extractionextracted with ether
  4. washThe combined ether extracts are washed neutral with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. distillationBy distillation there

Sources & evidence

ORD record
ord-198bb8b2c8614ca0b05909e65dbfb927
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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