Potassium Hydroxide → HCID 77386307, compound

HRID 1261793Notes

Reaction equation

HRID 1261793 reaction equation
C(OC(=O)[NH:5][CH:6]([CH3:31])[CH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[C:15]([C:17](=[O:19])[NH2:18])[CH:16]=1)[N:13]([CH2:20][CH2:21][CH2:22][O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25])[CH2:12][CH2:11]2)C.[OH-].[K+]>C1(C)C=CC=CC=1>[NH2:5][CH:6]([CH3:31])[CH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[C:15]([C:17]([NH2:18])=[O:19])[CH:16]=1)[N:13]([CH2:20][CH2:21][CH2:22][O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:25])[CH3:26])[CH2:12][CH2:11]2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86667298HCID 86667298, compound

Product 1

HCID 77386307HCID 77386307, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(2-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-7-carbamoyl-2,3-dihydro-1H-indol-5-yl}-1-methyl-ethyl)-carbamic acid ethyl ester (VI), (3 g, 0.006 mole) was heated to reflux in toluene (25 ml) with KOH (2 g:0.03 mole) for 3 h. Reaction mixture was quenched with water and toluene layer was separated and washed with water. The organic layer was dried over sodium sulphate. The solvent was evaporated under reduced to give 1.84 g of (VII) as brown oily mass.

Workup

  1. customReaction mixture
  2. customwas quenched with water and toluene layer
  3. customwas separated
  4. washwashed with water
  5. dry with materialThe organic layer was dried over sodium sulphate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-848eb351290f44b683f42ea2fa8b0609
Source dataset
uspto-grants-2013_06
Patent number
US08471039B2

Reaction notes

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