Hydrochloric Acid → HCID 57875894, compound

HRID 2195841Notes

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-beae36ffd2934fe081663eae8396e55b
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338408B2

Reaction notes

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