Phenol → HCID 68916201, compound

HRID 732655Notes

Reaction equation

[H-].[Na+].Cl[C:4]1[N:5]([CH3:16])[C:6]2[C:11]([C:12]=1[C:13](=[O:15])[CH3:14])=[CH:10][CH:9]=[CH:8][CH:7]=2.[C:17]1([OH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(N(C)C)=O>[CH3:16][N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:12]([C:13](=[O:15])[CH3:14])=[C:4]1[O:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A 203 mg portion of sodium hydride (60% oil dispersion) and 734 mg of 1-(2-chloro-1-methyl-1H-indol-3-yl)ethanone synthesized from oxyindole in accordance with the method of “European Journal of Medicinal Chemistry”, 1991, vol. 26, p. 179-188, were added in that order at room temperature to a mixed solution of 498 mg of phenol and 10 ml of dimethylacetamide and stirred at 90° C. for 2Hours. Thereafter, its work-up and purification were carried out in the standard method to obtain 703 mg of 1-(1-methyl-2-phenoxy-1H-indol-3-yl)ethanone as a colorless solid. EP: 266.

Workup

customThereafter, its work-up and purification

Sources & evidence

ORD record: ord-8b3a33b61d594caa885aabca59347d2f
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585886B2

Reaction notes

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