Toluene → HCID 2760819, compound

HRID 1252026Notes

Reaction equation

HRID 1252026 reaction equation
[CH3:1][C:2]([OH:8])([CH2:4][CH:5]([OH:7])[CH3:6])[CH3:3].[B:9](O)(O)O.C1(C)C=CC=CC=1>O>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([CH3:6])[O:7][BH:9][O:8]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 7628Boric AcidHCID 7870Hexylene Glycol

Product 1

HCID 2760819HCID 2760819, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

Into a 3 liter reaction vessel equipped with stirrer, thermometer, reflux condenser and Dean Stark trap is placed 710.0 grams of 2-methyl-2,4-pentanediol; 372.0 grams of boric acid and 500 grams of toluene. With stirring the reaction mass is heated to 87° C. and, by way of the Dean Stark trap water is eliminated and the alcohol having the structure: ##STR77## is recovered. The reaction temperature gradually rises to 125° C. as water is eliminated and the total reaction time is 10 hours. The total amount of water evolved is 252.0 grams. When the water of reaction ceases to evolve, the reaction mass is cooled to 70° C. Once all of the water is removed the compound having the structure: ##STR78## as recovered weighs 1227.0 grams. This material having the structure: ##STR79## is used for Examples II, III, IV and V, infra.

Workup

  1. customInto a 3 liter reaction vessel
  2. customequipped with stirrer
  3. temperaturethermometer, reflux condenser
  4. customthe alcohol having the structure: ##STR77## is recovered
  5. customgradually rises to 125° C. as water
  6. customWhen the water of reaction ceases
  7. customOnce all of the water is removed the compound
  8. custom##STR78## as recovered

Sources & evidence

ORD record
ord-7e1dcb5118f443b9a5632cae395ac8bf
Source dataset
uspto-grants-1988_05
Patent number
US04742044

Reaction notes

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