Hydrochloric Acid → HCID 57875894, compound

HRID 1465254Notes

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-5a9222db06ae405a8cdb9b051651e2ab
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08999978B2

Reaction notes

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