Ethanol → HCID 66765172, compound

HRID 1466784Notes

Reaction equation

HRID 1466784 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Cl:17])[CH:15]=2)[C:10]([O:18][C:19]2[CH:20]=[C:21]([CH2:25][C:26]#N)[CH:22]=[CH:23][CH:24]=2)=[C:9]1[CH3:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:29](Cl)(=[O:31])[CH3:30].CC[OH:35]>>[CH2:29]([O:31][C:26](=[O:35])[CH2:25][C:21]1[CH:22]=[CH:23][CH:24]=[C:19]([O:18][C:10]2[C:11]3[C:16](=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9]=2[CH3:28])[CH:20]=1)[CH3:30]

Participants

4

Reactant 3

HCID 702EthanolHCID 6367Acetyl chlorideHCID 56839770HCID 56839770, compound

Product 1

HCID 66765172HCID 66765172, compound

Procedure

[3-(1-Benzyl-6-chloro-2-methyl-1H-indol-3-yloxy)-phenyl]-acetonitrile (0.065 g, 0.168 mmol) was dissolved in EtOH (3 mL) then acetyl chloride (0.240 mL, 3.36 mmol) was added and the reaction was heated to reflux for 3 days. After cooling the reaction was submitted to aqueous workup and silica gel chromatography to afford the title compound.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 3 days
  3. temperatureAfter cooling the reaction

Sources & evidence

ORD record
ord-957db954dd96413fb776c60c2fa8cada
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

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