Hydrochloric Acid → HCID 22904139, compound

HRID 1489213Notes

Reaction equation

HRID 1489213 reaction equation
[OH-].[K+].C[O:4][C:5](=[O:31])[CH2:6][O:7][C:8]1[C:13]([CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[Cl:25])[CH:16]=2)=[C:12]([OH:26])[C:11]([CH:27]=[O:28])=[C:10]([CH3:29])[C:9]=1[Cl:30].C1COCC1.Cl>O.CO>[Cl:30][C:9]1[C:10]([CH3:29])=[C:11]([CH:27]=[O:28])[C:12]([OH:26])=[C:13]([CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[Cl:25])[CH:16]=2)[C:8]=1[O:7][CH2:6][C:5]([OH:31])=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 54447199HCID 54447199, compound

Product 1

HCID 22904139HCID 22904139, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Aqueous potassium hydroxide (10%, 2.7 mL) was added in to a solution of [2-chloro-6-(5-chloro-naphthalen-2-ylmethyl)-4-formyl-5-hydroxy-3-methyl-phenoxy]-acetic acid methy ester (1.14 g, 2.63 mmol), THF(15 mL) and MeOH (15 mL). The mixture was stirred for 1 hour, poured into water, acidified with HCl (2N), and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and crystallization from hexane/EtOAc, gave a light yellow solid (0.65 g, 60% yield, m.p. 194°-196° C.).

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic extracts were dried over MgSO4
  3. customEvaporation and crystallization from hexane/EtOAc

Sources & evidence

ORD record
ord-f137a88406644070ac4d7db6ba057f35
Source dataset
uspto-grants-1997_10
Patent number
US05677342

Reaction notes

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