Potassium Hydroxide → HCID 131714671, compound

HRID 2308991Notes

Reaction equation

HRID 2308991 reaction equation
[C:1]([CH:3]1[C:6]2=[CH:7][C:8](OC)=[CH:9][CH:10]=[C:5]2[CH2:4]1)#[N:2].[OH-:13].[K+]>C(O)C.O.CCOCC>[NH2:2][CH2:1][CH2:3][CH2:4][O:13][C:6]12[CH:7]=[CH:8][CH:9]=[CH:10][CH:5]1[CH2:4][CH:3]2[CH2:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:10][CH2:9]1

Participants

6

Reactant 2

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

Product 1

HCID 131714671HCID 131714671, 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-233b29315de94b6f9b547ab4697ee920
Source dataset
uspto-grants-1987_09
Patent number
US04692445

Reaction notes

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