Potassium Hydroxide → HCID 22750662, compound

HRID 2163635Notes

Reaction equation

HRID 2163635 reaction equation
[CH3:1][C:2]1[C:12]2[CH:11]=[CH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7]([CH2:18][CH2:19][CH2:20][NH:21][C:22](OCCC)=O)([OH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>C(O)CCC>[CH3:1][C:2]1[C:12]2[CH:11]=[CH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7]([CH2:18][CH2:19][CH2:20][NH:21][CH3:22])([OH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 70603592HCID 70603592, compound

Product 1

HCID 22750662HCID 22750662, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

13.5 g. of 1-methyl-5-(3-methylcarbethoxyaminopropyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene, 120 ml. of n-butanol and 14.5 g. of potassium hydroxide are boiled at reflux under an atmosphere of nitrogen for 20 hours. The solution is then evaporated to dryness and the residue taken up in ether. The ethereal solution is shaken out with dilute hydrochloric acid. The aqueous, acidic solution is again made alkaline with potassium carbonate. The oil which separates out is extracted with ether. The ethereal solution is washed with water, dried over sodium sulfate and evaporated. The 1-methyl-5-(3-methylaminopropyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene obtained is a thick oil which is immediately utilized as a reactant.

Workup

  1. temperatureat reflux under an atmosphere of nitrogen for 20 hours
  2. customThe solution is then evaporated to dryness
  3. extractionThe oil which separates out is extracted with ether
  4. washThe ethereal solution is washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-cb57a854dfb840e4b34dbbd4a10ea5b4
Source dataset
uspto-grants-1979_01
Patent number
US04136116

Reaction notes

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