Formic Acid → HCID 12839734, compound

HRID 895084Notes

Reaction equation

HRID 895084 reaction equation
C1O[C:4]2([CH2:13][CH2:12][C@H:11]3[C@@H:6]([CH2:7][CH2:8][C:9](=[O:14])[CH2:10]3)[CH2:5]2)[O:3]C1.C(O)=O.O>C1(C)C=CC=CC=1>[CH2:5]1[C@H:6]2[C@@H:11]([CH2:10][C:9](=[O:14])[CH2:8][CH2:7]2)[CH2:12][CH2:13][C:4]1=[O:3]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 91701202HCID 91701202, compound

Product 1

HCID 12839734HCID 12839734, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

21 g of trans-decahydronaphthalen-2,6-dione monoethyleneacetal was dissolved in 110 ml of toluene. 50 ml of formic acid was added to the solution, and the mixture was stirred for 1 hour at room temperature. Water was added to the mixture, and the organic phase was separated, rinsed with water, a saturated aqueous solution of sodium hydrogencarbonate, and a saturated saline solution, in sequence, and dried on anhydrous sodium sulfate. Then, the solvent was evaporated to obtain 16 g of pale yellow solid trans-decahydronaphthalen-2,6-dione.

Workup

  1. customthe organic phase was separated
  2. washrinsed with water
  3. dry with materiala saturated aqueous solution of sodium hydrogencarbonate, and a saturated saline solution, in sequence, and dried on anhydrous sodium sulfate
  4. customThen, the solvent was evaporated

Sources & evidence

ORD record
ord-6d8c1a9b383c419e8b2d6700218b7500
Source dataset
uspto-grants-2005_07
Patent number
US06913797B1

Reaction notes

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