Hydrochloric Acid → HCID 12799927, compound

HRID 2412604Notes

Reaction equation

HRID 2412604 reaction equation
[CH2:1]([C:16]1[NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[C:22]([C:25]([OH:27])=[O:26])[C:23]=2[CH:24]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].Cl.O.[CH2:30](O)[CH3:31]>>[CH2:1]([C:16]1[NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH2:30][CH3:31])=[O:26])[C:23]=2[CH:24]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 962WaterHCID 12797250HCID 12797250, compound

Product 1

HCID 12799927HCID 12799927, compound

Procedure

A solution of 2-(n-pentadecyl)indole-4-carboxylic acid (15 g) in ethanol (100 ml) containing a solution of hydrogen chloride gas in ethanol (100 ml, of strength 35% w/v) was refluxed for 6 hours. After cooling, the solution was poured into water and the solid was collected and was recrystallised from methanol to give ethyl 2-(n-pentadecyl)indole-4-carboxylate (12.4 g), in the form of a pale yellow solid, m.p. 42°-45° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. temperatureAfter cooling
  3. customthe solid was collected
  4. customwas recrystallised from methanol

Sources & evidence

ORD record
ord-68d74d6ad20b4708af075503404badb8
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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