Cyclohexene → HCID 19818639, compound

HRID 1086924Notes

Reaction equation

HRID 1086924 reaction equation
[C:1]([C:4]1[CH:25]=[CH:24][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-])=O)[C:14]=2[C:15]#[N:16])=[C:6]([CH2:26][CH2:27][C:28]([F:31])([F:30])[F:29])[C:5]=1[OH:32])(=[O:3])[CH3:2].C1CCCCC=1>C(O)C>[NH2:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:13]([O:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:24]=[CH:25][C:4]([C:1](=[O:3])[CH3:2])=[C:5]([OH:32])[C:6]=2[CH2:26][CH2:27][C:28]([F:29])([F:30])[F:31])[C:14]=1[C:15]#[N:16]

Participants

4

Reactant 2

HCID 8079CyclohexeneHCID 19818592HCID 19818592, compound

Product 1

HCID 19818639HCID 19818639, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g of 10% Pd-on-charcoal are added to a solution of 10 g of 2-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)phenoxy]-propoxy}-6-nitro-benzonitrile and 10 g of cyclohexene in 500 ml of ethanol and the mixture is refluxed for 30 minutes. After cooling to room temperature, it is filtered and freed from the solvent. Ether is added to the residue and the crystals which have separated out are filtered off. 2-Amino-6-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxyl]-propoxy}-benzonitrile is obtained.

Workup

  1. temperaturethe mixture is refluxed for 30 minutes
  2. filtrationit is filtered
  3. additionEther is added to the residue
  4. customthe crystals which have separated out
  5. filtrationare filtered off

Sources & evidence

ORD record
ord-5b28c62879ef4a89832ee9d650beda20
Source dataset
uspto-grants-1991_07
Patent number
US05032606

Reaction notes

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