Quinoline → Benzofuran-5-yl-acetonitrile

HRID 1758269Notes

Reaction equation

[N:1]1C2C(=CC=CC=2)C=C[CH:2]=1.[CH:11]([C:13]1[CH:14]=[CH:15][C:16]2[O:20][CH:19]=[CH:18][C:17]=2[CH:21]=1)=O>>[O:20]1[C:16]2[CH:15]=[CH:14][C:13]([CH2:11][C:2]#[N:1])=[CH:21][C:17]=2[CH:18]=[CH:19]1

Participants

Reactant 2

HCID 7047Quinoline

HCID 27738751-Benzofuran-5-carbaldehyde

Product 1

HCID 20510008Benzofuran-5-yl-acetonitrile

Procedure

The acid was decarboxylated by treating with quinoline (using the same method as that used for 5-formylbenzofuran in Chimica Therapeutica 1966, 225) to give benzofuran-5-acetonitrile. (t.l.c./silica/toluene, RF 0.33).

Sources & evidence

ORD record: ord-6293073cc86d49438a8f9a63b17a41e9
Source dataset: uspto-grants-1983_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04372970

Reaction notes

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