Acetonitrile → HCID 90405419, compound

HRID 2277074Notes

Reaction equation

HRID 2277074 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=1)[C:11]([O:13]CC)=O.[C:19](#[N:21])[CH3:20]>>[O:13]=[C:11]([C:10]1[CH:16]=[CH:17][CH:18]=[C:8]([O:7][CH2:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[CH:9]=1)[CH2:20][C:19]#[N:21]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 90405497HCID 90405497, compound

Product 1

HCID 90405419HCID 90405419, compound

Procedure

Condensation between ethyl 3-(thiophen-2-ylmethoxy)benzoate and acetonitrile gave after flash column chromatography 3-oxo-3-(3-(thiophen-2-ylmethoxy)phenyl)propanenitrile as a pale yellow solid. Yield (2.60 g, 83%); 1H NMR (400 MHz, CDCl3): δ 7.52 (s, 1H), 7.48-7.41 (m, 2H), 3.73 (d, J=3.2 Hz, 2H), 7.27 (s, 1H), 7.15 (d, J=4.8 Hz, 1H), 5.13 (s, 2H), 4.05 (s, 2H); MS: m/z 258.0.

Sources & evidence

ORD record
ord-05d20e37f5b2496c8a0a86f7f0baa744
Source dataset
uspto-grants-2015_09
Patent number
US09133154B2

Reaction notes

Loading…