Phosphorus oxychloride → HCID 20460009, compound

HRID 1156542

Reaction equation

HRID 1156542 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:16][CH2:17][C:18]#[N:19])[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=O)[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+].COC1C=C(C2(CCC#N)CCCCC2O)C=CC=1.P(Cl)(Cl)(Cl)=O.COC1C=C(C2(CC#N)CCCC=C2)C=CC=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:16][CH2:17][C:18]#[N:19])[CH2:14][CH2:13][CH2:12][CH:11]=[CH:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 5

HCID 24813Phosphorus oxychlorideHCID 4311764Sodium borohydrideHCID 12838393HCID 12838393, compoundHCID 204600021-(m-Methoxyphenyl)-2-hydroxycyclohexane-1-propionitrileHCID 204600081-(m-Methoxyphenyl)-2-oxo-cyclohexane-propionitrile

Product 1

HCID 20460009HCID 20460009, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

By reducing 1-(m-methoxyphenyl)-2-oxo-cyclohexane-propionitrile with sodium borohydride and subsequently dehydrating the resulting 1-(m-methoxyphenyl)-2-hydroxycyclohexane-1-propionitrile with phosphorus oxychloride in pyridine in analogy to the preparation of 1-(m-methoxyphenyl)-2-cyclohexene-1-acetonitrile described in Example 1, there is obtained 1-(m-methoxyphenyl)-2-cyclohexene-1-propionitrile in the form of a pale yellowish oil.

Sources & evidence

ORD record
ord-5e318f59c1504313a786d010c71df5a7
Source dataset
uspto-grants-1982_06
Patent number
US04336268

Linked notes

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