Benzene → HCID 21495455, compound

HRID 1731210Notes

Reaction equation

HRID 1731210 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH:9]1([C:12](Cl)=[O:13])[CH2:11][CH2:10]1.[Mg].[CH:16]1[CH:21]=[CH:20][CH:19]=CC=1.CC[O:24]CC>>[CH:9]1([C:12]([O:1][C:2]2[CH:7]=[CH:6][C:5]([O:8][C:19]([CH:20]3[CH2:16][CH2:21]3)=[O:24])=[CH:4][CH:3]=2)=[O:13])[CH2:11][CH2:10]1

Participants

6

Reactant 5

HCID 241BenzeneHCID 785HydroquinoneHCID 3283Diethyl EtherHCID 77637Cyclopropanecarbonyl chlorideHCID 5462224Magnesium

Product 1

HCID 21495455HCID 21495455, compound

Procedure

A mixture of 5.5 g. of 1,4-dihydroxybenzene, 15 g. of cyclopropane carboxylic acid chloride and 2.4 g. of magnesium in 55 ml. of dry benzene is refluxed for eight hours. The solution is then diluted with ether, washed with aqueous sodium bicarbonate, dilute aqueous hydrochloric acid, water and brine, dried over calcium sulfate, and recrystallized from ethanol/water to yield p-phenylene bis(cyclopropanecarboxylate), having a melting point of 137°. (II; p' and p" are zero, A is 1,4-phenylene).

Workup

  1. additionA mixture of 5.5 g
  2. washwashed with aqueous sodium bicarbonate, dilute aqueous hydrochloric acid, water and brine
  3. dry with materialdried over calcium sulfate
  4. customrecrystallized from ethanol/water

Sources & evidence

ORD record
ord-560ef83b14a04da598111b68d3642e22
Source dataset
uspto-grants-1976_11
Patent number
US03995054

Reaction notes

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