Ethyl Acetate → HCID 69122513, compound

HRID 1610031Notes

Reaction equation

HRID 1610031 reaction equation
C([O:4][CH2:5][CH3:6])(=[O:3])C.[CH3:7][CH2:8][CH2:9][CH2:10][CH2:11]C.[O:13]1C[CH2:15][CH2:14]1.C1CCC([N:23]=C=NC2CCCCC2)CC1.C(OCC)(=O)C>CCCCCC>[C:5]1(=[O:4])[NH:23][C:14](=[O:13])[CH:15]=[CH:6]1.[CH2:8]([CH:9]1[CH2:10][CH2:11][O:3]1)[CH3:7]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 10423OxetaneHCID 10868DicyclohexylcarbodiimideHCID 21226206Ethyl acetate hexane

Product 1

HCID 69122513HCID 69122513, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Stirring was continued for six hours at 10–15° C. after which time thin layer chromatography (1/1 ethyl acetate/hexane) indicated that both the oxetane and DCC were consumed. The reaction was stopped and white solids were filtered from the red-orange solution. Next, this reaction solution was washed three times with an equivalent volume of a saturated sodium bicarbonate solution. Toluene was then stripped from the reaction in vacuo and replaced with a solution of ethyl acetate and hexane (1/1 by volume). A chromatography column was then utilized to isolate a qualitative amount of a clear yellow oil with a viscosity of 270 cPs. The compound had a weight loss of 15% at 200° C. as measured by TGA.

Workup

  1. customwere consumed
  2. filtrationwhite solids were filtered from the red-orange solution
  3. washNext, this reaction solution was washed three times with an equivalent volume of a saturated sodium bicarbonate solution
  4. customToluene was then stripped from the reaction in vacuo
  5. customto isolate a qualitative amount of a clear yellow oil with a viscosity of 270 cPs
  6. customat 200° C.

Sources & evidence

ORD record
ord-97fb384d804346d6b3fd12057102a37a
Source dataset
uspto-grants-2006_01
Patent number
US06982338B2

Reaction notes

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