Hydrochloric Acid → HCID 57875894, compound

HRID 574397Notes

Reaction equation

[CH3:1][C:2]1[N:3]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:4]2[C:9]([C:10]=1[C:11]([O:13]CC)=[O:12])=[CH:8][C:7]([CH3:16])=[CH:6][CH:5]=2.[OH-].[Na+].Cl>C(O)C>[CH3:1][C:2]1[N:3]([CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:4]2[C:9]([C:10]=1[C:11]([OH:13])=[O:12])=[CH:8][C:7]([CH3:16])=[CH:6][CH:5]=2

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of ethyl 2,5-dimethyl-1-phenethyl-1H-indole-3-carboxylate (500 mg) and NaOH (500 mg) in ethanol (15 mL) was heated at 100° C. for 3 h at which point the reaction was found complete by TLC and LC-MS. The reaction mixture was acidified to pH 4-5 by adding ethanolic HCl and evaporated under reduced pressure. The residue (1 g), that also contained NaCl generated during NaOH neutralization, was carried forward to next reaction without any purification.

Workup

customevaporated under reduced pressure
customwas carried forward to next reaction without any purification

Sources & evidence

ORD record: ord-333bbac3e9ec4bb188aec883427ae95f
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09034880B2

Reaction notes

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