Phenol → HCID 19600839, compound

HRID 346011Notes

Reaction equation

HRID 346011 reaction equation
C1(O)C=CC=CC=1.[CH3:8][O:9][C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=1.[N+](=[C:19]1[C:28](=[O:29])[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([O:30][CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH:26]=2)[O:21][CH2:20]1)=[N-]>>[CH2:31]([O:30][C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][CH:24]=1)[O:21][CH2:20][CH:19]([O:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([O:9][CH3:8])[CH:11]=1)[C:28]2=[O:29])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 3

HCID 996PhenolHCID 90073-MethoxyphenolHCID 144227783-Diazo-2,3-dihydro-6-(phenylmethoxy)-4H-1-benzopyran-4-one

Product 1

HCID 19600839HCID 19600839, compound

Procedure

Replacing the phenol with a molar equivalent of 3-methoxyphenol, the method of Example 9 was employed to convert 3-diazo-6-benzyloxy-4-chromanone (76 g) to present title product, 5.5 g, m.p. 98°-100° C. 1H-NMR(CDCl3)delta(ppm): 3.85 (s, 3H), 4.45-4.65 (m, 2H), 5.0-5.2 (m, 3H), 6.5-7.6 (m, 12H).

Sources & evidence

ORD record
ord-f3de8428169c4851bcacb5cddb263c45
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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