Ethyl benzoylacetate → 14895-21-7

HRID 2394000Notes

Reaction equation

HRID 2394000 reaction equation
[C:1]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](=[O:18])(O)[O-].[Na+]>ClC1C=CC=CC=1Cl>[C:1]([C:9]1[C:10](=[O:11])[O:12][C:13]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:14][C:15]=1[OH:18])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7170Ethyl benzoylacetateHCID 516892Sodium Bicarbonate

Product 1

HCID 13544742214895-21-7

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of ethyl benzoylacetate (150 g, 0.88 mmol) in 1,2-dichlorobenzene (150 mL) was added a trace amount of sodium bicarbonate. The reaction mixture was heated to reflux. A distillate of ethanol (approximately 20 mL) was collected. The reaction mixture was cooled to 0° C. Ether (100 mL) was added to induce crystallization. The reaction mixture was kept in the refrigerator overnight. The solid formed was collected and washed with ether: m.p. 171°-173° C.; 1H NMR (250 MHz, DMSO-d6) δ 6.91 (s, 1 H), 7.59 (m, 6 H), 7.87 (m, 4 H).

Workup

  1. temperatureThe reaction mixture was heated to reflux
  2. distillationA distillate of ethanol (approximately 20 mL) was collected
  3. additionEther (100 mL) was added
  4. customcrystallization
  5. customwas kept in the refrigerator overnight
  6. customThe solid formed
  7. customwas collected
  8. washwashed with ether

Sources & evidence

ORD record
ord-baf05ccac4dc4d3c8482f62b24524231
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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