Hydrochloric Acid → HCID 14391171, compound

HRID 1074435Notes

Reaction equation

HRID 1074435 reaction equation
[OH-].[Na+].C[O:4][C:5]([C:7]1[C:16]2[C:11](=[C:12]([S:19][C:20]([F:23])([F:22])[F:21])[C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1)=[O:6].Cl>COCCO.O>[CH3:18][O:17][C:13]1[C:12]([S:19][C:20]([F:23])([F:21])[F:22])=[C:11]2[C:16](=[CH:15][CH:14]=1)[C:7]([C:5]([OH:6])=[O:4])=[CH:8][CH:9]=[CH:10]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14391170HCID 14391170, compound

Product 1

HCID 14391171HCID 14391171, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Procedure

Aqueous NaOH solution (1 N, 15.5 ml) was added to a solution of 6-methoxy-5-(trifluoromethylthio)-1-naphthalenecarboxylic acid methyl ester (2.45 g, 7.7 mmoles) in 2-methoxyethanol (60 ml). The resulting solution was stirred at room temperature for 24 hr, cooled in an ice-bath, made acidic (pH=3) by the addition of 1 N aqueous HCl and diluted with water. The resulting solid was collected, washed with water and recrystallized from ethanol to give the title compound (1.7 g); mp 204°-205° C.; NMR (DMSO-d6) δ 4.00 (s, 3H), 8.20 (m, 5H), 10.30 (broad, 1H).

Workup

  1. temperaturecooled in an ice-bath
  2. customThe resulting solid was collected
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0de187cc0c6948f3bf40e7edc9e2cceb
Source dataset
uspto-grants-1983_07
Patent number
US04391825

Reaction notes

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