Sodium Carbonate → HCID 19371765, compound

HRID 129477Notes

Reaction equation

HRID 129477 reaction equation
[C:1]12([C:11]([OH:13])=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.C(=O)([O-])[O-].[Na+].[Na+].Cl[CH:21]([C:27]([CH3:29])=[O:28])[C:22]([O:24][CH2:25][CH3:26])=[O:23]>CN(C=O)C>[C:1]12([C:11]([O:13][CH:21]([C:27]([CH3:29])=[O:28])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 11858Ethyl 2-chloroacetoacetateHCID 132351-Adamantanecarboxylic acid

Product 1

HCID 19371765HCID 19371765, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
80 °C

Procedure

200 mmol of 1-adamantanecarboxylic acid are added to 100 mmol of sodium carbonate placed in 160 ml of DMF. The mixture is heated to 80° C. and then 200 mmol of ethyl 2-chloroacetoacetate in solution in 40 ml of DMF are added. The temperature and the stirring are maintained for three hours and then the mixture is left for 10 hours at room temperature. After evaporation of the DMF, the residue is taken up in 300 ml of water and 300 ml of ether. After extraction, drying and evaporation, the expected product is obtained in the form of an oil.

Workup

  1. temperatureThe temperature and the stirring are maintained for three hours
  2. customAfter evaporation of the DMF
  3. extractionAfter extraction
  4. customdrying
  5. customevaporation

Sources & evidence

ORD record
ord-c251904a137443b7b2d8d121d96644e2
Source dataset
uspto-grants-1995_11
Patent number
US05468761

Reaction notes

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