Potassium Hydroxide → HCID 22750663, compound

HRID 1606121Notes

Reaction equation

HRID 1606121 reaction equation
[CH3:1][C:2]1[C:12]2[CH2:11][CH2:10][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[CH2:11][CH2:10][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 70603625HCID 70603625, compound

Product 1

HCID 22750663HCID 22750663, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

12.5 g. of 1-methyl-10,11-dihydro-5-(3-methylcarbethoxyaminopropyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene, 14 g. of potassium hydroxide and 120 ml. of n-butanol are boiled at reflux for 17 hours under nitrogen and with strong stirring. The butanol is removed by distillation under reduced pressure. The residue is taken up in ether and washed with water. 1-Methyl-10,11-dihydro-5-(3-methylaminopropyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene is obtained as a thick oil by evaporation of the ether.

Workup

  1. temperatureat reflux for 17 hours under nitrogen and with strong stirring
  2. customThe butanol is removed by distillation under reduced pressure
  3. washwashed with water

Sources & evidence

ORD record
ord-a2692919703c428fb11f12fbb1966806
Source dataset
uspto-grants-1976_04
Patent number
US03952017

Reaction notes

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