Hydrochloric Acid → HCID 21191903, compound

HRID 1069594Notes

Reaction equation

HRID 1069594 reaction equation
CO[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:7]([CH3:26])=[C:6]2[CH2:27][C:28]([OH:30])=[O:29].[CH2:31](OC(=O)CC1C2C(=CC=C(OC)C=2)N(CCCCCCCCCCCCCC)C=1C)C.[OH-].[Na+].Cl>CO>[CH3:31][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:7]([CH3:26])=[C:6]2[CH2:27][C:28]([OH:30])=[O:29]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21191866HCID 21191866, compoundHCID 54171188HCID 54171188, compound

Product 1

HCID 21191903HCID 21191903, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Methoxy-2-methyl-1-tetradecyl-1H-indole-3-acetic acid. A solution of 1.60 g (3.6 mmol) of 5-methoxy-2-methyl-1-tetradecyl-1H-indole-3-acetic acid ethyl ester and 10 mL of 1N NaOH in 25 mL of MeOH was stirred 16 hours, made acidic with 1N HCl, and the precipitate filtered valve 1.36 g (90% yield) of 5-methyl-2-methyl-1-tetradecyl-1H-indole-3-acetic acid, mp, 105-107° C.

Sources & evidence

ORD record
ord-0516b83ae9e9406f8cc0aed4315a8319
Source dataset
uspto-grants-2001_06
Patent number
US06252084B1

Reaction notes

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