Sulfuric Acid → HCID 53701357, compound

HRID 323653Notes

Reaction equation

HRID 323653 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([C@@H:10]2[CH2:15][CH:14]=[CH:13][CH2:12][C@H:11]2[N+:16]([O-:18])=[O:17])[CH:7]=[CH:6][C:5]=1[O:19][CH3:20])[CH3:2].[OH-].[K+].S(=O)(=O)(O)O>C(O)C>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([C@@H:10]2[CH2:15][CH:14]=[CH:13][CH2:12][C@@H:11]2[N+:16]([O-:18])=[O:17])[CH:7]=[CH:6][C:5]=1[O:19][CH3:20])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 53701356HCID 53701356, compound2×

Product 1

HCID 53701357HCID 53701357, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

89.25 of (+/−)-trans-2-ethoxy-1-methoxy-4-(2-nitrocyclohex-4-enyl)benzene (compound D1) and 37 g of potassium hydroxide are dissolved in 500 ml of absolute ethanol. A solution of 23.5 ml of conc. sulfuric acid in 120 ml of absolute ethanol is then added dropwise such that the internal temperature does not exceed −2° C. After stirring for 1 h, the mixture is added to 4 l of ice water, and the precipitate is filtered off with suction, washed with water and dried, M.p.: 66-67° C.

Workup

  1. customdoes not exceed −2° C
  2. filtrationthe precipitate is filtered off with suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-5dae6b71ef5f41aeabb38e7e5f35d12d
Source dataset
uspto-grants-2001_04
Patent number
US06214839B1

Reaction notes

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