Potassium Hydroxide → HCID 13799028, compound

HRID 1252480Notes

Reaction equation

HRID 1252480 reaction equation
[C:1]([CH:3]1[C:6]2=[CH:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=[C:5]2[CH2:4]1)#[N:2].[OH-].[K+]>C(O)C.O.CCOCC>[NH2:2][CH2:1][CH2:3][CH2:12][O:11][C:8]1[CH:7]=[C:6]2[CH:3]([CH2:1][N:2]3[CH2:7][CH2:6][CH2:5][CH2:10][CH2:9]3)[CH2:4][C:5]2=[CH:10][CH:9]=1

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 12238660Bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile, 4-methoxy-

Product 1

HCID 13799028HCID 13799028, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

1-Cyano-5-methoxybenzocyclobutene (29 g) is stirred with saturated KOH in ethanol (180 ml) for about 12 hours under nitrogen at RT. Water (60 ml) is added to the reaction mixture which is refluxed for about 3 hours. The mixture is cooled to RT, diluted with water, washed with ether and the aqueous layer acidified forming an oil. The oil is dissolved in ether and the ethereal solution washed, dried over Na2SO4, filtered and evaporated in vacuo affording the desired product as an oil.

Workup

  1. temperatureis refluxed for about 3 hours
  2. washwashed with ether
  3. customthe aqueous layer acidified forming an oil
  4. washthe ethereal solution washed
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-80a025fb0e61435d805432b6c04cd60e
Source dataset
uspto-grants-1988_05
Patent number
US04743600

Reaction notes

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