Sodium Cyanide → 2-Phenoxyphenylacetonitrile

Reaction equation

[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:17]([NH2:21])[CH:18](C)C.[C-]#N.[Na+]>>[O:1]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[CH2:18][C:17]#[N:21])[C:8]1[CH:15]=[CH:14][CH:13]=[CH:10][CH:9]=1

Participants

Reactant 3

HCID 8929Sodium Cyanide

HCID 382843-Phenoxybenzaldehyde

HCID 12206183Isobutylamine Hydrochloride

Product 1

HCID 1412212-Phenoxyphenylacetonitrile

Procedure

3-Phenoxybenzaldehyde, isobutylamine hydrochloride and sodium cyanide were reacted on a 0.3 molar scale using essentially the same procedure as that described in Example 1. The product, α-(N-isobutylamino)-3-(phenoxybenzeneacetonitrile, was obtained as a golden oil (43.5 g). Proton nuclear magnetic resonance spectrum (d6 -acetone; δ in ppm): 0.9 (6H, d of d); 1.74 (1H, m); 2.52 (2H, d); 5.02 (1H, s); 6.9-7.6 (9H, m).

Sources & evidence

ORD record: ord-da0132e4c21d443f8daf4f8b4a106b6a
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04420614

Reaction notes

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