Acetic Acid → (+/-)-trans-1,2-DI methoxy-4-(2-nitrocyclohex-4-enyl)benzene

HRID 731692Notes

Reaction equation

HRID 731692 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.[C:13]([O-])(=O)[CH3:14].[NH4+].[N+:18]([CH3:21])([O-:20])=[O:19].[C:22](O)(=O)[CH3:23]>>[CH3:12][O:11][C:10]1[CH:9]=[CH:8][C:5]([C@@H:6]2[CH2:14][CH:13]=[CH:23][CH2:22][C@H:21]2[N+:18]([O-:20])=[O:19])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 8419VeratraldehydeHCID 517165Ammonium Acetate

Product 1

HCID 53874256(+/-)-trans-1,2-DI methoxy-4-(2-nitrocyclohex-4-enyl)benzene

Procedure

207.0 g of 3,4-dimethoxybenzaldehyde, 100.0 g of ammonium acetate and 125 ml of nitromethane are heated to boiling for 3-4 h in 1.0 l of glacial acetic acid. After cooling in an ice bath, the precipitate is filtered off with suction, rinsed with glacial acetic acid and petroleum ether and dried. M.p.: 140-141° C.

Workup

  1. temperatureAfter cooling in an ice bath
  2. filtrationthe precipitate is filtered off with suction
  3. washrinsed with glacial acetic acid and petroleum ether
  4. customdried

Sources & evidence

ORD record
ord-8befb0bc580a4b34ab76ec2dda62dd4c
Source dataset
uspto-grants-2009_09
Patent number
US07585872B2

Reaction notes

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