HCID 15173705, compound → HCID 19425354, compound

HRID 2399267Notes

Reaction equation

HRID 2399267 reaction equation
OC1C=C(C=C(C#N)C=1O)C(O)=O.[CH2:14]([O:17][C:18]1[CH:19]=[C:20]([CH:27]=[C:28]([C:34]#[N:35])[C:29]=1[O:30][CH2:31][CH:32]=[CH2:33])[C:21]([O:23]CC=C)=[O:22])[CH:15]=[CH2:16]>>[CH2:14]([O:17][C:18]1[CH:19]=[C:20]([CH:27]=[C:28]([C:34]#[N:35])[C:29]=1[O:30][CH2:31][CH:32]=[CH2:33])[C:21]([OH:23])=[O:22])[CH:15]=[CH2:16]

Participants

3

Reactant 2

HCID 15173705HCID 15173705, compoundHCID 19425358HCID 19425358, compound

Product 1

HCID 19425354HCID 19425354, compound

Procedure

3,4-Dihydroxy-5-cyanobenzoic acid, (see GB 2 200 109) was converted, essentially as above, to allyl 3,4-diallyloxy-5-cyanobenzoate: NMR (CDCl3) 4.63 (m, 2H); 4.77-4.87 (m, 4H); 5.23-5.51 (m, 6H); 5.92-6.18 (m, 3H); 7.76 (d, 1H); 7.86 (d, 1H). This ester was hydrolysed as above to give 3,4-diallyloxy-5-cyanobenzoic acid: NMR (DMSO-d6) 4.72-4.84 (m, 4H); 5.23-5.51 (m, 4H); 5.93-6.18 (m, 2H); 7.79 (s, 2H).

Sources & evidence

ORD record
ord-9cb3dfc23ef24663b417e06f3100d2a1
Source dataset
uspto-grants-1995_09
Patent number
US05447925

Reaction notes

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