1-(Bicyclo[2.2.1]hept-5-en-2-yl)-2,2,4,4,4-pentafluorobutane-1,3,3-triol → HCID 22237068, compound

HRID 1744037Notes

Reaction equation

HRID 1744037 reaction equation
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[CH:8]([OH:19])[C:9]([F:18])([F:17])[C:10](O)([OH:15])[C:11]([F:14])([F:13])[F:12]>C1(C)C=CC=CC=1>[OH:19][CH:8]([CH:2]1[CH2:3][CH:4]2[CH2:7][CH:1]1[CH:6]=[CH:5]2)[C:9]([F:17])([F:18])[C:10](=[O:15])[C:11]([F:13])([F:14])[F:12]

Participants

3

Reactant 1

HCID 222370731-(Bicyclo[2.2.1]hept-5-en-2-yl)-2,2,4,4,4-pentafluorobutane-1,3,3-triol

Product 1

HCID 22237068HCID 22237068, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 288 g of 1-(5-norbornene-2-yl)-2,2,4,4,4-pentafluorobutane-1,3,3-triol (synthesized according to [Synthetic example 1]) and 1500 g of toluene was heated under reflux for 2 hours, removing the water produced. After cooling, toluene was removed by evaporation under reduced pressure, and 270 g of 1-hydroxy-1-(5-norbornene-2-yl)-2,2,4,4,4-pentafluorobutane-3-one was obtained (quantitative yield).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customremoving the water
  4. customproduced
  5. temperatureAfter cooling
  6. customtoluene was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-08d5e0d60d6b4a738b2ba902ac053112
Source dataset
uspto-grants-2006_03
Patent number
US07012161B2

Reaction notes

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