Hydrochloric Acid → HCID 12799916, compound

HRID 2412605Notes

Reaction equation

HRID 2412605 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.[CH3:25]O>>[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][CH3:25])=[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 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12797236HCID 12797236, compound

Product 1

HCID 12799916HCID 12799916, compound

Procedure

A solution of 2-(n-undecyl)indole-6-carboxylic acid (15.0 g) in methanol (200 ml) containing aqueous hydrochloric acid (10 ml of strength 36.5% w/v) was refluxed for 8 hours. The solution was concentrated in vacuo to about one half of its volume, diluted with diethyl ether (300 ml) and washed with water. The solution was dried over magnesium sulphate, then evaporated in vacuo and the residue was recrystallised from methanol to give methyl 2-(n-undecyl)indole-6-carboxylate (10.5 g), in the form of an off-white powder, m.p. 84°-86° C.

Workup

  1. temperaturewas refluxed for 8 hours
  2. concentrationThe solution was concentrated in vacuo to about one half of its volume
  3. additiondiluted with diethyl ether (300 ml)
  4. washwashed with water
  5. dry with materialThe solution was dried over magnesium sulphate
  6. customevaporated in vacuo
  7. customthe residue was recrystallised from methanol

Sources & evidence

ORD record
ord-1155071cfe4c4aa1ac58e2c3ffb04357
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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