Hydrochloric Acid → HCID 12799936, compound

HRID 2412609Notes

Reaction equation

HRID 2412609 reaction equation
[CH2:1]([C:12]1[NH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[C:16]([C:21]([OH:23])=[O:22])[CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].Cl>C(O)CCC>[CH2:1]([C:12]1[NH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[C:16]([C:21]([O:23][CH2:12][CH2:1][CH2:2][CH3:3])=[O:22])[CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12797236HCID 12797236, compound

Product 1

HCID 12799936HCID 12799936, compoundYield 127.9%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 2-(n-undecyl)indole-6-carboxylic acid (15.0 g) in n-butanol (100 ml) containing aqueous hydrochloric acid (10 ml, of strength 36.5% w/v) was heated on a steam bath for 16 hours. The solution was concentrated in vacuo to approximately half of its volume and the solid which crystallised on cooling was collected and washed with light petroleum ether (b.p. 40°-60° C.) to give n-butyl 2-(n-undecyl)-indole-6-carboxylate (11.3 g), in the form of white crystals, m.p. 73°-76° C.

Workup

  1. temperaturewas heated on a steam bath for 16 hours
  2. concentrationThe solution was concentrated in vacuo to approximately half of its volume
  3. customthe solid which crystallised
  4. temperatureon cooling
  5. customwas collected
  6. washwashed with light petroleum ether (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-a255cd3406cf4991a1dba8fd1a1d4213
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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