Hydrochloric Acid → HCID 12799925, compound

HRID 2412602Notes

Reaction equation

HRID 2412602 reaction equation
[CH2:1]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[C:17]([C:22]([OH:24])=[O:23])[CH:16]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Cl.[CH2:26](O)[CH3:27]>>[CH2:1]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[C:17]([C:22]([O:24][CH2:26][CH3:27])=[O:23])[CH:16]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 12797241HCID 12797241, compound

Product 1

HCID 12799925HCID 12799925, compound

Procedure

A solution of 2-(n-dodecyl)indole-6-carboxylic acid (14.0 g) in ethanol (70 ml) containing a solution of hydrogen chloride gas in ethanol (100 ml, of strength 35% w/v) was refluxed for 5 hours. The solid, which crystallised on cooling, was collected, washed with light petroleum ether (b.p. 40°-60° C.) and was recrystallised from ethanol to give ethyl 2-(n-dodecyl)-indole-6-carboxylate (9.1 g), in the form of a pale pink solid, m.p. 83°-86° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. customThe solid, which crystallised
  3. temperatureon cooling
  4. customwas collected
  5. washwashed with light petroleum ether (b.p. 40°-60° C.)
  6. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-986821f417904c0d8e4b002a00d1b9d2
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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