Triethylamine → Hexanediol Difuroate

HRID 426571

Reaction equation

HRID 426571 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[CH:9]([OH:16])([OH:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(N([CH2:22][CH3:23])CC)C>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:15][CH:9]([O:16][C:6]([C:2]1[O:1][CH:5]=[CH:22][CH:23]=1)=[O:7])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 682422-Furancarbonyl chlorideHCID 147023Hexanediol

Product 1

HCID 54192328Hexanediol Difuroate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Furoyl chloride 121 g (0.93 m) added to 52 g (0.44 m) hexanediol, 133 g (1.3 m) triethylamine and 485 g methylene chloride at 5°-10°. Yield of 92 g recrystallized from isopropyl alchol, 69°-71° m.p.

Workup

  1. customYield of 92 g recrystallized from isopropyl alchol, 69°-71° m.p.

Sources & evidence

ORD record
ord-81238964aac344eaaa2a0e6443bcccdf
Source dataset
uspto-grants-1979_10
Patent number
US04170584

Linked notes

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