1-Pentanol → HCID 178446915, compound

HRID 461829Notes

Reaction equation

HRID 461829 reaction equation
[CH3:1][CH:2]([CH3:22])[CH2:3][CH2:4][O:5][C:6]1[C:11]2[C:12](=[O:21])[CH2:13][CH:14]([C:16]3[NH:20][N:19]=[N:18][N:17]=3)[O:15][C:10]=2[CH:9]=[CH:8][CH:7]=1.[Se](=O)=O.C(O)CCCC>CCOCC>[CH3:1][CH:2]([CH3:22])[CH2:3][CH2:4][O:5][C:6]1[C:11]2[C:12](=[O:21])[CH:13]=[C:14]([C:16]3[NH:20][N:19]=[N:18][N:17]=3)[O:15][C:10]=2[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 62761-PentanolHCID 24007Selenium DioxideHCID 178446909HCID 178446909, compound

Product 1

HCID 178446915HCID 178446915, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 0.3 parts of 5-[2,3-dihydro-5-(3-methyl-n-butoxy)-4-oxo-4H-1-benzopyran-2-yl]tetrazole and 0.44 parts of selenium dioxide in 20 parts of amyl alcohol was heated under gentle reflux for 8 hours. After cooling, ether was added to the reaction mixture, the resulting precipitate was filtered off and the filtrate was evaporated to give a solid which was crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 40°-60° C) giving 5-[5-(3-methyl-n-butoxy)-4-oxo-4H-1-benzopyran-2-yl]tetrazole as colourless prisms, m.p. 165°-166° C.

Workup

  1. temperatureunder gentle reflux for 8 hours
  2. temperatureAfter cooling
  3. filtrationthe resulting precipitate was filtered off
  4. customthe filtrate was evaporated
  5. customto give a solid which
  6. customwas crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 40°-60° C)

Sources & evidence

ORD record
ord-e938566a05e0450c8288e5b77c78abdc
Source dataset
uspto-grants-1977_12
Patent number
US04064256

Reaction notes

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