Acetone → HCID 777118, compound

HRID 1166405Notes

Reaction equation

HRID 1166405 reaction equation
[C:1]1([PH:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1COCC1.[CH3:20][C:21]([CH3:23])=[O:22]>>[C:1]1([P:7]([C:21]([OH:22])([CH3:23])[CH3:20])([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 180Acetone2×HCID 8028TetrahydrofuranHCID 254003Diphenylphosphine oxide2×

Product 1

HCID 777118HCID 777118, compound

Conditions

Temperature
70 °C

Procedure

To a one liter four-inlet flask equipped with a temperature controller, a reflux condenser, a nitrogen feed and a mechanical stirrer, 1 mole (202 g) diphenyl phosphine oxide (DPPO) and 500 ml THF were added. The mixture was heated to 70° C. and then stirred. The stirring was continued until DPPO was dissolved completely. To this solution was added slowly 1.0 mole (58 g) acetone within two hours, and the temperature thereof was maintained at 70° C. for six hours after the addition of acetone was completed. The mixture was then cooled to room temperature to obtain solid, which was then filtered, and purified with THF to yield 2-(diphenyl phosphoryl) propan-2-ol [DPPP]. Yield, 96%; m.p. 96-98° C. Anal. Calcd. for C15H17PO2: C, 69.23; H, 6.53; O, 12.31; P, 11.93. Found: C, 69.11; H, 6.63; O, 12.18; P, 12.08. EIMS, m/z: 260 (96. M+).

Workup

  1. customTo a one liter four-inlet flask equipped with a temperature controller, a reflux condenser
  2. dissolutionwas dissolved completely
  3. temperaturethe temperature thereof was maintained at 70° C. for six hours
  4. temperatureThe mixture was then cooled to room temperature
  5. customto obtain solid, which
  6. filtrationwas then filtered
  7. custompurified with THF

Sources & evidence

ORD record
ord-b839ac15e5464b0c938757ae0b04c1b4
Source dataset
uspto-grants-2003_09
Patent number
US06613848B1

Reaction notes

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