Toluene → 3-Butylglycidonitrile

HRID 1731058Notes

Reaction equation

C(C1C=CC([C:11](=[O:13])C)=CC=1)C(C)C.Cl[CH2:15][C:16]#[N:17].[C:18]1(C)C=C[CH:21]=[CH:20][CH:19]=1>>[CH3:18][CH2:19][CH:20]([C:15]1([O:13][CH2:11]1)[C:16]#[N:17])[CH3:21]

Participants

Reactant 3

HCID 1140Toluene2×

HCID 7856Chloroacetonitrile

HCID 932144'-Isobutylacetophenone

Product 1

HCID 867338343-Butylglycidonitrile

Procedure

A solution of 17.2 g. of valeraldehyde (VII) and 16.5 g. of chloroacetonitrile in 20 ml. of toluene is treated with sodium t-amylate and worked up in the manner described in Example 3, above, to give a toluene solution of 3-butylglycidonitrile (I).

Sources & evidence

ORD record: ord-7ebd0ddad6c84d04b50dd5c15bfa4938
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03994964

Reaction notes

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