Phenylhydrazine hydrochloride → 2-(2-ethyl-1H-indol-3-yl)acetic acid

HRID 2180869Notes

Reaction equation

HRID 2180869 reaction equation
Cl.[C:2]1([NH:8]N)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=[C:11]([CH2:17][CH3:18])[CH2:12][CH2:13][C:14]([OH:16])=[O:15]>>[CH2:17]([C:11]1[NH:8][C:2]2[C:7]([C:12]=1[CH2:13][C:14]([OH:16])=[O:15])=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH3:18]

Participants

3

Reactant 2

HCID 60962Phenylhydrazine hydrochlorideHCID 37997744-Oxohexanoic acid

Product 1

HCID 224907042-(2-ethyl-1H-indol-3-yl)acetic acidYield 10%

Procedure

Reaction was conducted in the same manner as Reference Example 86, except that phenylhydrazine hydrochloride was used instead of 3-tolylhydrazine hydrochloride and 4-oxohexanoic acid was used instead of levulinic acid, to obtain the title compound (10% yield).

Workup

  1. customReaction

Sources & evidence

ORD record
ord-257efbcbaa56422eb9fe719844c73e15
Source dataset
uspto-grants-2005_05
Patent number
US06887890B2

Reaction notes

Loading…