1,4-Butanediol → HCID 86656677, compound

HRID 1914968Notes

Reaction equation

HRID 1914968 reaction equation
[CH2:1]([P:3]([CH2:6][CH:7]([CH3:10])[CH2:8][OH:9])(=[O:5])[OH:4])[CH3:2].[CH2:11](O)[CH2:12][CH2:13][CH2:14][OH:15]>C1(C)C=CC=CC=1>[CH2:1]([P:3]([CH2:6][CH:7]([CH3:10])[CH2:8][OH:9])(=[O:4])[O:5][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[CH3:2]

Participants

4

Reactant 2

HCID 80641,4-ButanediolHCID 46901656HCID 46901656, compound

Product 1

HCID 86656677HCID 86656677, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

498 g (3.0 mol) of ethyl(2-methyl-3-hydroxypropyl)phosphinic acid (produced as in Example 6) are at 80° C. dissolved in 400 ml of toluene and admixed with 594 g (6.6 mol) of 1,4-butanediol and esterified at about 100° C. in a distillation apparatus equipped with water trap during 4 h. On completion of the esterification the toluene is removed in vacuo to leave 557 g (78% of theory) of 4-hydroxybutyl ethyl(2-methyl-3-hydroxypropyl)phosphinate as colorless oil.

Workup

  1. customare at 80° C.
  2. customesterified at about 100° C. in a distillation apparatus
  3. customequipped with water trap during 4 h
  4. customOn completion of the esterification the toluene is removed in vacuo

Sources & evidence

ORD record
ord-2a870fcd67ae496385f1795e887f64e0
Source dataset
uspto-grants-2013_12
Patent number
US08614267B2

Reaction notes

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