Formic Acid → HCID 20366326, compound

HRID 616854Notes

Reaction equation

HRID 616854 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10](O)[C:11]1[O:15][CH:14]=[CH:13][CH:12]=1)([OH:3])=[O:2].C(O)=[O:18].C([O-])=O.[Na+].C1(C=CC(O)=CC=1)O>O1CCOCC1.O>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[CH:11]([OH:15])[CH:12]=[CH:13][C:14]1=[O:18])([OH:3])=[O:2]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 785HydroquinoneHCID 2723810Sodium FormateHCID 53919823HCID 53919823, compound

Product 1

HCID 20366326HCID 20366326, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A stirred mixture of 65.0g (0.287 mol) of α-(6-carboxyhexyl)furfuryl alcohol (Example 6), 113 ml of 97% formic acid, 4.95g of sodium formate, 100 mg of hydroquinone, and 1430 ml of 3:2 dioxane-water is heated at reflux temperature for 19 hr. The solution is concentrated to volume of about 750 ml, diluted with water, saturated with salt, and extracted with ether. The extract is washed with brine, dried over magnesium sulfate, and evaporated with toluene chaser to give an amber solid.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 19 hr
  3. concentrationThe solution is concentrated to volume of about 750 ml
  4. additiondiluted with water, saturated with salt
  5. extractionextracted with ether
  6. washThe extract is washed with brine
  7. dry with materialdried over magnesium sulfate
  8. customevaporated with toluene chaser
  9. customto give an amber solid

Sources & evidence

ORD record
ord-64d56cb79ff44000b1315392b2f9764d
Source dataset
uspto-grants-1978_02
Patent number
US04076732

Reaction notes

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