Camphene → 4-(2-Bornyloxy)-2-buten-1-OL

HRID 2290997Notes

Reaction equation

HRID 2290997 reaction equation
[CH2:1]([OH:7])[CH:2]=[CH:3][CH:4]([OH:6])C.B(F)(F)F.CCO[CH2:15][CH3:16].[CH:17]12[CH2:26][CH:23]([CH2:24][CH2:25]1)C(=C)[C:18]2([CH3:20])[CH3:19]>>[C:15]12([CH3:16])[C:18]([CH3:20])([CH3:19])[CH:17]([CH2:26][CH2:23]1)[CH2:25][CH:24]2[O:6][CH2:4][CH:3]=[CH:2][CH2:1][OH:7]

Participants

4

Reactant 3

HCID 6616Camphene2×HCID 8000Boron trifluoride etherateHCID 54161810Pent-2-ene-1,4-diol

Product 1

HCID 544147264-(2-Bornyloxy)-2-buten-1-OL

Conditions

Temperature
80 °C

Procedure

Into a two liter reaction vessel equipped with stirrer, thermometer, heating mantel and reflux condenser is placed 1000 grams (7.35 moles) of 2-pentene-1,4-diol and 15 grams of boron trifluoride etherate. The reaction mass is then heated to 80° C. Over a period of two hours while maintaining the reaction mass at 80° C., 500 grams (3.7 moles) of camphene is added. The reaction is continued to be stirred at 80° C. for a period of 12.5 hours after the feeding of the camphene.

Workup

  1. customInto a two liter reaction vessel
  2. customequipped with stirrer
  3. temperaturethermometer, heating mantel
  4. temperaturereflux condenser
  5. temperatureOver a period of two hours while maintaining the reaction mass at 80° C.

Sources & evidence

ORD record
ord-ca3c225fcf5a41f3b7491f8e22997145
Source dataset
uspto-grants-1986_10
Patent number
US04619780

Reaction notes

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