Hydrochloric Acid → HCID 12799924, compound

HRID 2412601Notes

Reaction equation

HRID 2412601 reaction equation
[CH2:1]([C:12]1[NH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][C:17]([C:21]([OH:23])=[O:22])=[CH:16][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].Cl.O.[CH2:26](O)[CH3:27]>>[CH2:1]([C:12]1[NH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][C:17]([C:21]([O:23][CH2:26][CH3:27])=[O:22])=[CH:16][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 962WaterHCID 20431912HCID 20431912, compound

Product 1

HCID 12799924HCID 12799924, compound

Procedure

A solution of 2-(n-undecyl)indole-5-carboxylic acid (15.0 g) in ethanol (50 ml) containing a solution of hydrogen chloride gas in ethanol (100 ml of strength 34% w/v) was refluxed for 3 hours. The solution was poured onto a mixture of crushed ice and water and the precipitated solid was collected. Recrystallisation from ethanol (100 ml) with charcoal treatment gave ethyl 2-(undecyl)indole-5-carboxylate (7.5 g), in the form of white crystals, m.p. 76°-77° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. customthe precipitated solid was collected
  3. customRecrystallisation from ethanol (100 ml) with charcoal treatment

Sources & evidence

ORD record
ord-1a49977a9ff3409c8d59009a7b5acdc9
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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