1,3-Propanediol → 2-(2-Methylphenyl)-1,3,2-dioxaborinane

HRID 1600385Notes

Reaction equation

HRID 1600385 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9].[CH2:11](O)[CH2:12][CH2:13]O>C1CCCCC1>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]1[O:10][CH2:13][CH2:12][CH2:11][O:9]1

Participants

4

Reactant 2

HCID 104421,3-PropanediolHCID 27332672-Methylphenyl boronic acid

Product 1

HCID 230053652-(2-Methylphenyl)-1,3,2-dioxaborinane

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

A mixture of 1.75 g of 2-methyl phenylboronic acid trimer, 30 ml of cyclohexane, and 0.5 ml of 1,3-propanediol is heated under reflux for 6 hours. The mixture is washed with water and extracted with pentane. The organic phases are dried and concentrated under reduced pressure. In this way 1.8 g of desired product is obtained.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 6 hours
  3. washThe mixture is washed with water
  4. extractionextracted with pentane
  5. customThe organic phases are dried
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1bb9150ea71544549f16feed5c55b373
Source dataset
uspto-grants-1998_04
Patent number
US05744635

Reaction notes

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