Acetic Acid → HCID 54488712, compound

HRID 1763801Notes

Reaction equation

HRID 1763801 reaction equation
[P:1]([O-:16])([O:9][CH2:10][CH:11]1[O:15][CH2:14][CH2:13][CH2:12]1)[O:2][CH2:3][CH:4]1[O:8][CH2:7][CH2:6][CH2:5]1.[O:17]=[C:18]([CH:20]=[C:21]([CH3:23])[CH3:22])[CH3:19].[Na].[C:25]([OH:28])(=O)[CH3:26]>C1C=CC=CC=1>[O:9]=[P:1]1([O:2][CH2:3][CH:4]2[O:28][CH2:25][CH2:26][CH2:5]2)[C:21]([CH3:23])([CH3:22])[CH2:20][C:18]([CH3:19])([P:1]([O:2][CH2:3][CH:4]2[O:8][CH2:7][CH2:6][CH2:5]2)([O:9][CH2:10][CH:11]2[O:15][CH2:14][CH2:13][CH2:12]2)=[O:16])[O:17]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8858Mesityl oxideHCID 5360545Sodium2×HCID 86736005HCID 86736005, compound

Product 1

HCID 54488712HCID 54488712, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

As described in Example 1, a mixture of 37.6 g of bis-(tetrahydrofurfuryl) phosphite and 4.9 g of mesityl oxide in 80 ml of benzene was reacted by heating in the presence of 1.3 g of sodium over the course of 1 hour. The reaction was vigorously exothermic. The sodium was neutralized by addition of 3.4 g of glacial acetic acid. The inorganic salt was extracted from the mixture with 2 portions of 20 ml of water. The benzene solvent was removed in a rotary evaporator, leaving as residue 32.6 g of crude product which still contained di-tetrahydrofurfuryl phosphite. Distillation of 4.3 g of the crude product in a bulb tube oven in high vacuum yielded the desired product at an oven temperature between 185° C. and 230° C. and a pressure of 0.01 mm Hg.

Workup

  1. customwas reacted
  2. extractionThe inorganic salt was extracted from the mixture with 2 portions of 20 ml of water
  3. customThe benzene solvent was removed in a rotary evaporator
  4. customleaving as residue 32.6 g of crude product which still contained di-tetrahydrofurfuryl phosphite
  5. distillationDistillation of 4.3 g of the crude product in a bulb tube oven in high vacuum

Sources & evidence

ORD record
ord-29cab292dfdc4be496c8336a2d5b4164
Source dataset
uspto-grants-1978_09
Patent number
US04113669

Reaction notes

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