Potassium Hydroxide → HCID 11448192, compound

HRID 1840972Notes

Reaction equation

HRID 1840972 reaction equation
[OH-].[K+].C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:23][CH:24]3[CH2:26][CH2:25]3)[CH:15]=2)[CH2:10][CH2:9]1)=O)C>C(O)(C)C>[CH:24]1([CH2:23][N:16]2[C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:15]2)[CH2:25][CH2:26]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 11438804HCID 11438804, compound

Product 1

HCID 11448192HCID 11448192, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
97.5 °C

Procedure

A solution of 4.95 g (75 mmol) of potassium hydroxide in 25 mL of iso-propanol was added to 4.7 g (15 mmol) of 4-(1-cyclopropylmethyl-1H-indol-3-yl)-piperidine-1-carboxylic acid ethyl ester and the mixture was heated at 95-100° C. for 16 hours. The solvent was removed under reduced pressure and the crude mixture was extracted between water and toluene. The organic layer was dried over sodium sulfate and after filtration the solvent was removed under reduced pressure affording 3.2 g (89% of yield) of the desired product.

Workup

  1. customThe solvent was removed under reduced pressure
  2. extractionthe crude mixture was extracted between water and toluene
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationafter filtration the solvent
  5. customwas removed under reduced pressure
  6. customaffording

Sources & evidence

ORD record
ord-22a8ff99858b488aacf82ddfdfb158b6
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

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