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Epichlorohydrin → HCID 21490522, compound

HRID 1973769
Notes
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Reaction equation

HRID 1973769 reaction equation
[CH:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:6]([OH:7])[C:5]=1[OH:11])([CH3:3])[CH3:2].[CH2:12]([CH:14]1[O:16][CH2:15]1)[Cl:13].[OH-:17].[Na+]>O>[CH:1]([C:4]1[C:5]([O:11][CH2:15][CH:14]([OH:16])[CH2:12][Cl:13])=[C:6]([O:7][CH2:15][CH:14]([OH:17])[CH2:12][Cl:13])[CH:8]=[CH:9][CH:10]=1)([CH3:3])[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 164983-Isopropylcatechol

Product 1

HCID 21490522HCID 21490522, compound

Reagents, catalysts & solvents 1

HCID 962WaterCatalyst

Conditions

Temperature
40 °C

Procedure

22.9 g. of 3-isopropylcatechol, 56 g. of epichlorhydrin and 0.2 g. of sodium hydroxide, dissolved in a few drops of water, are stirred together for 21 days at 40° C under a nitrogen atmosphere. The excess of epichlorohydrin is distilled off under reduced pressure. The resulting oil is dissolved in chloroform, washed twice with water and purified by molecular distillation at 10-3 mm.Hg 32.55 g. of impure 1,1'-[(3-isopropyl-o-phenylene)dioxy]-bis-(3-chloropropan-2-ol) are obtained.

Workup

  1. distillationThe excess of epichlorohydrin is distilled off under reduced pressure
  2. dissolutionThe resulting oil is dissolved in chloroform
  3. washwashed twice with water
  4. distillationpurified by molecular distillation at 10-3 mm.Hg 32.55 g

Sources & evidence

ORD record
ord-b0447b2b57c04281a759f36bbb7b6117
Source dataset
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03998874

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes