Water → 2-Triphenylphosphoranylidene-1,4-butanedioic Acid

HRID 2071580Notes

Reaction equation

HRID 2071580 reaction equation
[C:1]1([P:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:8]2[CH2:12][C:11](=[O:13])[O:10][C:9]2=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH2:27]>>[C:21]1([P:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[C:8]([CH2:12][C:11]([OH:10])=[O:13])[C:9]([OH:14])=[O:27])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 962WaterHCID 701832-(Triphenylphosphoranylidene)succinic anhydride

Product 1

HCID 190210062-Triphenylphosphoranylidene-1,4-butanedioic Acid

Procedure

The title compound was prepared by stirring 3-triphenylphosphoranylidene dihydro-2,5-furandione (5.0 g, 0.014 mole) for 48 hours in 100 ml water. The solid residue was isolated by filtration and air-dried to give essentially quantitative yields of a product as a white crystalline solid whose IR spectrum and elemental analysis corresponded to the structure ##STR9## Calc. for C22H19O4P: C, 69.84; H,5.06; P, 8.19. Found: C, 69.86; H, 5.16; P, 8.18.

Workup

  1. customThe solid residue was isolated by filtration
  2. customair-dried
  3. customto give essentially quantitative

Sources & evidence

ORD record
ord-e69c4cbb2b1a45ff80ee26385351deea
Source dataset
uspto-grants-1977_09
Patent number
US04048141

Reaction notes

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