2-Methyl-1-pentanol → HCID 21188318, compound

HRID 1289268Notes

Reaction equation

HRID 1289268 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[CH3:8][CH:9]([CH2:12][CH2:13][CH3:14])[CH2:10]O>C1C=CC=CC=1>[OH:4][CH2:3][CH2:2][N:1]1[CH2:5][CH2:6][O:7][CH:8]1[CH:9]([CH3:10])[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 77452-Methyl-1-pentanolHCID 8113Diethanolamine

Product 1

HCID 21188318HCID 21188318, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A one-liter three-necked flask was charged with 100.1 g diethanol amine and 100 ml benzene, followed by addition in droplets of 100.2 g 2-methylpentanol. The flask was then immersed in an oil bath, and the reaction admixture was allowed to react for 8 hours under reflux condition. Benzene was removed from the admixture thereby providing 187 g N-hydroxyethyl-2-(1-methylbutyl)-1,3-oxazolidine. 100 g of the resulting 2-(1-methylbutyl)-3-oxazolidine ethanol were mixed at room temperature with 51.5 g xylylene diisocyanate and allowed to react at 50° C. for one hour and at 80° C. for 8 hours. The yield was 151 g.

Workup

  1. customThe flask was then immersed in an oil bath
  2. customto react for 8 hours
  3. temperatureunder reflux condition
  4. customBenzene was removed from the admixture

Sources & evidence

ORD record
ord-07a910c486bf401ca2ba49fa7b6c3081
Source dataset
uspto-grants-1998_05
Patent number
US05747627

Reaction notes

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