Hydroquinone → HCID 53848281, compound

HRID 1388119Notes

Reaction equation

HRID 1388119 reaction equation
[CH2:1]=[CH:2][CH:3]=[CH:4][CH2:5][CH3:6].[CH:7](C=C)=[O:8].[C:11]1(C=CC(O)=C[CH:13]=1)O>>[CH2:2]([C@H:3]1[CH:13]=[CH:11][CH2:6][CH2:5][C@H:4]1[CH:7]=[O:8])[CH3:1]

Participants

4

Reactant 3

HCID 785HydroquinoneHCID 7847AcroleinHCID 116021,​3-​Hexadiene

Product 1

HCID 53848281HCID 53848281, compound

Procedure

A mixture of 1,3-hexadiene (cis/trans mixture, 20 g., 0.24 mole), acrolein (18 ml., 0.27 mole) and hydroquinone (50 mg.) was heated at 70°-75° C. for 22 hours. Distillation in vacuo gave purified title product (21.7 g.; b.p. 90° C./12-15 mm.; 78% cis, 22% trans by pnmr assay).

Workup

  1. temperaturewas heated at 70°-75° C. for 22 hours
  2. distillationDistillation in vacuo
  3. customgave
  4. custompurified title product (21.7 g.; b.p. 90° C./12-15 mm.; 78% cis, 22% trans by pnmr assay)

Sources & evidence

ORD record
ord-99a88812ae7e41559aa0ac3930f9c531
Source dataset
uspto-grants-1984_02
Patent number
US04430337

Reaction notes

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