Sulfuric Acid → HCID 68139918, compound

HRID 1731214Notes

Reaction equation

HRID 1731214 reaction equation
[CH:1]1([CH2:9][OH:10])[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.CC[O:13]CC.[CH:16]1([C:19](Cl)=[O:20])[CH2:18][CH2:17]1.S(=O)(=O)(O)O>CCCCC.O.N1C=CC=CC=1>[CH:1]1([C:9]([OH:10])=[O:13])[CH2:6][CH2:5]1.[CH:16]1([C:19]([OH:20])=[O:8])[CH2:18][CH2:17]1.[CH2:9]=[C:1]1[CH2:6][CH2:5][C:4](=[CH2:7])[CH2:3][CH2:2]1

Participants

8

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 77351,4-CyclohexanedimethanolHCID 77637Cyclopropanecarbonyl chloride

Product 1

HCID 68139918HCID 68139918, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 8003PentaneSolvent

Procedure

To a solution of 2.88 g. of 1,4-cyclohexanedimethanol in 100 ml. ether is added 5.3 g, of cyclopropanecarboxylic acid chloride. Upon the addition of 4.8 g. of pyridine, a precipitate forms immediately, accompanied by the evolution of a small amount of heat. The reaction mixture is stirred for one hour, water and pentane are added, the mixture is acidified with 3 N sulfuric acid, the organic phase is separated and then washed with water, potassium carbonate, saturated aqueous copper sulfate, water and brine. The solution is then dried and solvent removed to yield 1,4-dimethylenecyclohexane bis(cyclopropanecarboxylate). The above product can also be named as (1,4-bis(cyclopropylcarbonyloxymethyl)cyclohexane) ##SPC2##

Workup

  1. additionUpon the addition of 4.8 g
  2. temperatureof heat
  3. customthe organic phase is separated
  4. washwashed with water, potassium carbonate, saturated aqueous copper sulfate, water and brine
  5. customThe solution is then dried
  6. customsolvent removed

Sources & evidence

ORD record
ord-ebc5fdb6ee1c42cb9b82fc8baf4d6406
Source dataset
uspto-grants-1976_11
Patent number
US03995054

Reaction notes

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