Toluene → HCID 86741775, compound

HRID 2308927

Reaction equation

HRID 2308927 reaction equation
[CH2:1]([OH:14])[CH:2]([OH:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C1(C)C=CC=CC=1.[B:22]([OH:25])([OH:24])[OH:23]>O>[B:22]([OH:25])([OH:24])[OH:23].[CH2:1]([OH:14])[CH:2]([OH:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7628Boric AcidHCID 928661,2-Dodecanediol

Product 1

HCID 86741775HCID 86741775, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Approximately 151 g of 1,2-dodecanediol and ~150 g of toluene were charged to a 1 liter reactor equipped with agitator, heater and Dean-Stark tube with condenser and provision for using a nitrogen vapor space blanket. The contents were heated up to ~75° C., and 45 g of boric acid was added. The mixture was heated up to 155° C. over a period of ~5 hours until water evolution stopped. The solvent was removed by vacuum distillation and the product was filtered hot through diatomaceous earth. The product was a viscous, clear yellow fluid.

Workup

  1. customequipped with agitator, heater and Dean-Stark tube with condenser
  2. temperatureThe contents were heated up to ~75° C.
  3. customThe solvent was removed by vacuum distillation
  4. filtrationthe product was filtered hot through diatomaceous earth

Sources & evidence

ORD record
ord-8e29144619a84890811cc9fc1568dbd1
Source dataset
uspto-grants-1987_09
Patent number
US04692257

Linked notes

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