Sodium Bicarbonate → HCID 72698802, compound

HRID 2278594Notes

Reaction equation

HRID 2278594 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH3:15])([CH3:14])[CH2:5][N:6]2C(=O)C.C(=O)(O)[O-].[Na+]>Cl>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([CH3:15])([CH3:14])[CH2:5][NH:6]2

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 68281577HCID 68281577, compound

Product 1

HCID 72698802HCID 72698802, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 520 mg of 1-(4-fluoro-3,3-dimethyl-2,3-dihydroindol-1-yl)ethanone in 10 ml of concentrated hydrochloric acid is heated at 90° C. for 2 hours. The solution is then treated with sodium bicarbonate until the pH is 7, and extracted with dichloromethane. The organic phase is filtered on a phase-separation column and concentrated under reduced pressure, so as to give 300 mg of 4-fluoro-3,3-dimethyl-2,3-dihydro-1H-indole in the form of a brown oil, the characteristics of which are the following:

Workup

  1. extractionextracted with dichloromethane
  2. filtrationThe organic phase is filtered on a phase-separation column
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d93c21836d9140678230c8319f386044
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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