Hydrochloric Acid → HCID 67285583, compound

HRID 1618511Notes

Reaction equation

HRID 1618511 reaction equation
[I:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:15])([CH3:14])[CH2:7][N:8]2C(=O)C)=[CH:4][CH:3]=1.[ClH:16]>CO>[ClH:16].[I:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:15])([CH3:14])[CH2:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21865156HCID 21865156, compound

Product 1

HCID 67285583HCID 67285583, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(6-Iodo-3,3-dimethylindolin-1-yl)ethanone (6.95 g, 22.08 mmol) was combined with MeOH and concentrated HCl (25 mL, 300 mmol). The solution was heated at a gentle reflux for 1 h before it was cooled to rt. After cooling the solution to 0° C. a white solid was filtered off to give 6-iodo-3,3-dimethylindoline hydrochloride. The HCl salt was neutralized to give 6-iodo-3,3-dimethylindoline hydrochloride. Mass Spectrum (ESI) m/e=274.0 (M+1).

Workup

  1. temperatureThe solution was heated at
  2. temperaturea gentle reflux for 1 h before it
  3. temperatureAfter cooling the solution to 0° C. a white solid
  4. filtrationwas filtered off

Sources & evidence

ORD record
ord-a64fd1e5ec7e4d18827c9ced282fe378
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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