tert-Butanol → HCID 69875293, compound

HRID 1763887Notes

Reaction equation

HRID 1763887 reaction equation
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].[Na][Na].C(O)COCCO[CH2:14][CH2:15]O.ClC(Cl)CO[CH2:22][CH:23](Cl)Cl>C1C=CC=CC=1>[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].[CH:15]1[CH:14]=[CH:23][CH:22]=[CH:2][CH:1]=1

Participants

6

Reactant 4

HCID 6386tert-ButanolHCID 8172Triethylene GlycolHCID 623831,1'-Oxybis(2,2-dichloroethane)HCID 141233Disodium

Product 1

HCID 69875293HCID 69875293, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
100 °C

Procedure

In a similar manner, to a mixture of 11.6 g. of t-butanol and 9.5 g. benzene, under a nitrogen atmosphere, were added 1.36 g (13.7 mmoles) of the disodium salt of triethylene glycol and 1 g. (14 mmoles) of bis-choroethyl ether. The mixture was heated at about 100° C. for approximately 4 hours, aliquot analyses showed little further reaction after about 2 hours, and the resulting mixture was then treated in the conventional manner and about a 45% yield of product (by VPC based on disodium salt reactant) was recovered and identified as cyclic oxyethylene pentamer.

Workup

  1. additionIn a similar manner, to a mixture of 11.6 g
  2. customreaction after about 2 hours

Sources & evidence

ORD record
ord-ec4d433eb7864f8da359c63a22459acb
Source dataset
uspto-grants-1978_09
Patent number
US04113739

Reaction notes

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