Adipic Acid → HCID 23508599, compound

HRID 979274Notes

Reaction equation

HRID 979274 reaction equation
[CH2:1]([Sn:5](=O)[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[C:11]([OH:20])(=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17].C1(C)C=CC=CC=1>O>[C:11]([O-:20])(=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O-:18])=[O:17].[CH2:1]([Sn+2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 196Adipic AcidHCID 1140TolueneHCID 61221Dibutyltin oxide

Product 1

HCID 23508599HCID 23508599, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1000 grams of dibutyltin oxide, 587.2 grams adipic acid and 500 ml. of toluene were refluxed for 3 hours. There was obtained 72 grams of water by azeotropic distillation. The reaction mixture was then hot filtered and the solvent was removed in vacuo from resulting light yellow filtrate. After drying, there was obtained 1501 grams of a dibutyltin adipate or a 99.1% yield. The product has a melting point of 128°-130° C. The identity of the product was further confirmed by its NMR spectrum.

Workup

  1. distillationby azeotropic distillation
  2. filtrationThe reaction mixture was then hot filtered
  3. customthe solvent was removed in vacuo
  4. customfrom resulting light yellow filtrate
  5. customAfter drying

Sources & evidence

ORD record
ord-c8334c2f20d24c0d8efc057dc05ed6d6
Source dataset
uspto-grants-1987_05
Patent number
US04667007

Reaction notes

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