Potassium sodium tartarate → HCID 178442150, compound
Reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]#N)[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[H-].C([Al+]CC(C)C)C(C)C.C(C(C(C([O-])=O)O)O)([O-])=[O:31].[Na+].[K+]>C(Cl)Cl.C1(C)C=CC=CC=1>[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:17][CH2:16][C@H:15]([CH:18]=[O:31])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]Participants
Procedure
A solution of 2.0 g of trans-4-(p-pentylphenyl)cyclohexanecarbonitrile in 60 ml of methylene chloride was placed at -78° C. under argon gasification in a sulphonation flask equipped with a mechanical stirrer and treated within 3 minutes with 13.2 ml of a 1.5M solution of diisobutylaluminium hydride in toluene. The mixture was subsequently stirred for a further 2 hours with gradual warming to room temperature, then poured cautiously into 100 ml of 10% potassium sodium tartrate solution and extracted three times with 200 ml of diethyl ether each time. The organic phases were washed twice with 100 ml of water each time, dried over potassium carbonate and concentrated. There were obtained 1.98 g of trans-4-(p-pentylphenyl)cyclohexanecarboxaldehyde (purity 86.1%) as a viscous oil which was used without additional purification.
Workup
- customwas placed at -78° C. under argon
- customequipped with a mechanical stirrer
- extractionextracted three times with 200 ml of diethyl ether each time
- washThe organic phases were washed twice with 100 ml of water each time
- dry with materialdried over potassium carbonate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-68d04eba221f4869b083d91979eda6c5
- Source dataset
- uspto-grants-1985_07
- Patent number
- US04528114
Reaction notes
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