Hydroquinone → HCID 22458102, compound

HRID 2184853Notes

Reaction equation

HRID 2184853 reaction equation
C[O:2][CH:3](OC)[CH2:4][N:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:21]([F:24])([F:23])[F:22])[C:6]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7].C1(C=CC(O)=CC=1)O.C([O-])(O)=O.[Na+]>Cl>[O:2]=[CH:3][CH2:4][N:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:21]([F:22])([F:23])[F:24])[C:6]([CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1)=[O:7]

Participants

5

Reactant 3

HCID 785HydroquinoneHCID 516892Sodium BicarbonateHCID 22458135HCID 22458135, compound

Product 1

HCID 22458102HCID 22458102, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of compound 85B (0.106 g), hydroquinone (0.003 g) in 2 N HCl (1.14 mL) was heated at 80° C. for 30-40 minutes. After cooling to room temperature, NaHCO3 was added (pH=7) and the resulting mixture was extracted with CH2Cl2 (3×10 mL).The combined organic layers were dried (Na2SO4), filtered and evaporated to dryness at reduced pressure to give 0.081 g (88%) of the title compound as an oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionthe resulting mixture was extracted with CH2Cl2 (3×10 mL).The combined organic layers
  3. dry with materialwere dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated to dryness at reduced pressure

Sources & evidence

ORD record
ord-0ac6d8a9340b4ea792e86a9610669bf8
Source dataset
uspto-grants-2002_06
Patent number
US06399614B1

Reaction notes

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