Hydrochloric Acid → HCID 135422986, compound

HRID 2396073Notes

Reaction equation

HRID 2396073 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:28])[CH2:6][C:7]1[N:8]=[C:9]([C:13]2[CH:18]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:16]([OH:23])=[C:15]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:14]=2)[O:10][C:11]=1[CH3:12].CO.Cl>O.C1COCC1>[C:19]([C:17]1[CH:18]=[C:13]([C:9]2[O:10][C:11]([CH3:12])=[C:7]([CH2:6][C:5]([OH:28])=[O:4])[N:8]=2)[CH:14]=[C:15]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:16]=1[OH:23])([CH3:20])([CH3:21])[CH3:22]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 135968527HCID 135968527, compound

Product 1

HCID 135422986HCID 135422986, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (2N, 5.0 mL, 10.0 mmol) was added to a solution of [2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-methyloxazol-4-yl]-acetic acid methyl ester (1.5 g, 4.18 mmol), MeOH (15 mL), and THF (15 mL). After stirring for 1 hour, the mixture was poured into water, acidified with HCl(2N) and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and crystallization from acetone/ethyl ether/hexane gave a white solid (1.25 g, 87% yield), m.p. 205°-206° C.

Workup

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

Sources & evidence

ORD record
ord-e2ae9b8d278640239549fe5d9dc7c6ea
Source dataset
uspto-grants-1996_02
Patent number
US05491159

Reaction notes

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