Ammonia → HCID 20032532, compound

HRID 231455Notes

Reaction equation

HRID 231455 reaction equation
[CH3:1][CH:2]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:4][CH:3]1[C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=O)=[CH:13][CH:12]=1.N.C1([Mg]Br)C=CC=CC=1.CC1CC(CCC)CCC1=O.C(Cl)(=O)C.O=P(Cl)(Cl)Cl>CN(C=O)C.O>[CH3:1][CH:2]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:4][CH:3]1[C:11]1[CH:19]=[CH:18][C:14]([C:15]#[N:17])=[CH:13][CH:12]=1

Participants

9

Reactant 6

HCID 222AmmoniaHCID 6367Acetyl chlorideHCID 24813Phosphorus oxychlorideHCID 13930655HCID 13930655, compoundHCID 20032679HCID 20032679, compoundHCID 178418255HCID 178418255, compound

Product 1

HCID 20032532HCID 20032532, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 22 g of p-(2-methyl-4-n-propylcyclohexyl)benzamide [obtainable from the acid chloride with NH3 ; the corresponding acid being obtainable by reacting phenylmagnesium bromide with 2-methyl-4-n-propylcyclohexanone (Example 1), elimination of water, hydrogenation of the resulting double bond, Friedel-Crafts acylation with acetyl chloride and subsequent haloform reaction] in 500 ml of DMF has added to it dropwise with stirring at 50° 65 g of POCl3. After further stirring for one hour the batch is poured onto ice and is worked up as customary to give p-(2-methyl-4-n-propylcyclohexyl)-benzonitrile.

Workup

  1. additionhas added to it dropwise
  2. additionis poured onto ice

Sources & evidence

ORD record
ord-5296841e715d4953a1f4c04a174e50cd
Source dataset
uspto-grants-1989_07
Patent number
US04846998

Reaction notes

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