Hydrochloric Acid → HCID 57875894, compound

HRID 509695Notes

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-dc511dae99064dd2b309bcf8a71fc3eb
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09096591B2

Reaction notes

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