Indole-3-Acetic Acid → HCID 12219383, compound

HRID 37065

Reaction equation

HRID 37065 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([OH:13])=O)=[CH:2]1.C(Cl)(=O)C([Cl:17])=O>C(Cl)Cl.CN(C)C=O>[CH:6]1[CH:5]=[C:4]2[C:3]([CH2:10][C:11]([Cl:17])=[O:13])=[CH:2][NH:1][C:9]2=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 802Indole-3-Acetic AcidHCID 65578Oxalyl chloride

Product 1

HCID 12219383HCID 12219383, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To indole-3-acetic acid (186 mg, 1.06 mmol) in 3.5 mL of methylene chloride and 0.009 mL of dimethylformamide, oxalyl chloride (2 M in methylene chloride, 0.64 mL, 1.27 mmol) was added. The mixture was stirred at room temperature for 1 hour and concentrated to give 1H-indole-3-acetyl chloride.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-b5bb6f04c7054cc0b42ddca249e133b1
Source dataset
uspto-grants-1995_05
Patent number
US05420123

Linked notes

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