alpha-Sec-butyl-2-naphthaleneacetonitrile → 3-Methyl-2-(naphthalen-2-yl)butanoic acid

HRID 261144Notes

Reaction equation

HRID 261144 reaction equation
C(C(C1C=CC2C(=CC=CC=2)C=1)C#N)(CC)C.C(C(C1C=CC2C(=CC=CC=2)C=1)C#N)(C)C.C(C(C1C=CC2C(=CC=CC=2)C=1)C(O)=O)C(C)C.[CH:52]([CH:56]([C:60]1[CH:69]=[CH:68][C:67]2[C:62](=[CH:63][CH:64]=[CH:65][CH:66]=2)[CH:61]=1)[C:57]([OH:59])=[O:58])([CH2:54]C)[CH3:53]>>[CH:52]([CH:56]([C:60]1[CH:69]=[CH:68][C:67]2[C:62](=[CH:63][CH:64]=[CH:65][CH:66]=2)[CH:61]=1)[C:57]([OH:59])=[O:58])([CH3:54])[CH3:53]

Participants

5

Reactant 4

HCID 20395159alpha-Sec-butyl-2-naphthaleneacetonitrileHCID 20395160alpha-Sec-butyl-2-naphthaleneacetic acidHCID 22393739HCID 22393739, compoundHCID 54477032HCID 54477032, compound

Product 1

HCID 139522283-Methyl-2-(naphthalen-2-yl)butanoic acid

Procedure

Following the above-procedure but substituting α-isobutyl-2-naphthaleneacetonitrile or α-sec-butyl-2-naphthaleneacetonitrile for α-isopropyl-2-naphthaleneacetonitrile yields respectively, α-isobutyl-2-naphthaleneacetic acid melting point 115° C. to 119° C. and α-sec-butyl-2-naphthaleneacetic acid, melting point 112° C. to 115° C.

Workup

  1. customyields respectively

Sources & evidence

ORD record
ord-ea44dbfdcbb14ac8a787d1b7d4f6bc44
Source dataset
uspto-grants-1979_08
Patent number
US04164415

Reaction notes

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