Hydrochloric Acid → HCID 15294990, compound

HRID 1757217Notes

Reaction equation

HRID 1757217 reaction equation
COC([C:5]1([CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)[CH2:9][CH:8]=[C:7]([OH:10])[C:6]1=[O:11])=O.O1CCOCC1.Cl>O>[OH:11][C:6]1[C:7](=[O:10])[CH2:8][CH2:9][C:5]=1[CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67704758HCID 67704758, compound

Product 1

HCID 15294990HCID 15294990, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Step b) A mixture of 3-hydroxy-1-naphthalen-2-ylmethyl-2-oxo-cyclopent-3-enecarboxylic acid methyl ester (3.0 g, 10.71 mmol), dioxane (50 ml), and HCl (10N, 50 ml) was stirred at 100° C. for 5 hours. The mixture was cooled to room temperature, poured into H2O and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and crystallization from acetone/ether gave a brown solid (1.75 g, 69%): m.p. 120°-122° C.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextracted with EtOAc
  3. dry with materialThe organic extracts were dried over MgSO4
  4. customEvaporation and crystallization from acetone/ether

Sources & evidence

ORD record
ord-8d0fdfff8d64439c8ecc90c8208786b0
Source dataset
uspto-grants-1995_08
Patent number
US05444086

Reaction notes

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