Methanol → HCID 15390840, compound

HRID 990309Notes

Reaction equation

HRID 990309 reaction equation
C([O-])([O-])=O.[K+].[K+].C(N(CC)CC)C.[CH3:14][O:15][C:16]1[C:17]([O:33]S(C2C=CC(C)=CC=2)(=O)=O)=[CH:18][C:19]2[CH2:28][CH2:27][C:26](=[O:29])[C:25]3[CH2:24][CH2:23][CH2:22][C:21]=3[C:20]=2[C:30]=1[O:31][CH3:32].CO>O.C(O)(=O)C>[CH3:14][O:15][C:16]1[C:17]([OH:33])=[CH:18][C:19]2[CH2:28][CH2:27][C:26](=[O:29])[C:25]3[CH2:24][CH2:23][CH2:22][C:21]=3[C:20]=2[C:30]=1[O:31][CH3:32]

Participants

7

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 18421092HCID 18421092, compound

Product 1

HCID 15390840HCID 15390840, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

4.5 g of potash then 10 ml of triethylamine are added to a suspension containing 10 g of 9,10-dimethoxy 8-(((4-methylphenyl)sulphonyl)oxy)2,3,5,6-tetrahydro-benz[e]azulen-4(1H)-one obtained as in Stage B and 100 ml of methanol. The reaction medium is heated under reflux for one hour, acidified by the addition of 20 ml of acetic acid then 20 ml of water is added. Extraction is carried out with dichloromethane, the extracts are washed with water, the solvent is evaporated off at 40° C. under reduced pressure and 5.7 g of expected product is collected.

Workup

  1. temperatureThe reaction medium is heated
  2. temperatureunder reflux for one hour
  3. extractionExtraction
  4. washthe extracts are washed with water
  5. customthe solvent is evaporated off at 40° C. under reduced pressure and 5.7 g of expected product
  6. customis collected

Sources & evidence

ORD record
ord-026b3f58d8fd4197b74abe672b7b9840
Source dataset
uspto-grants-2002_10
Patent number
US06459001B1

Reaction notes

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