Phenol → HCID 131736282, compound

HRID 1053516Notes

Reaction equation

HRID 1053516 reaction equation
C1(S[CH:8]=[CH:9][C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)=[O:11])C=CC=CC=1.C([O:29][C:30]1[CH:35]=[CH:34][C:33](C2C=CC=CC=2)=[CH:32][CH:31]=1)(=O)C#C.C1(O)C=CC=CC=1>>[O:29]([CH:8]=[CH:9][C:10]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][CH:18]=1)=[O:11])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 996PhenolHCID 10560973HCID 10560973, compoundHCID 131736280HCID 131736280, compound

Product 1

HCID 131736282HCID 131736282, compoundYield 80%

Procedure

The compound 6 was prepared according to the method described for compound 4 employing compound 1 (435 mg, 2.15 mmol) and phenol (223 mg, 2.36 mmol) to give white solid compound 6 (510 mg, 80%). 1H NMR (300 MHz, CDCl3) δ 5.67 (d, J=12.2 Hz, 1H), 7.40 (d, J=8.9 Hz, 2H), 7.11 (d, J=8.5 Hz, 2H), 7.33 (q, J=7.9 Hz, 5H), 7.49 (t, J=7.0 Hz, 5H), 7.92 (d, J=12.2 Hz, 1H). HRMS ESI (m/z): Calculated for C21H16O3 ([M+H]+): 317.1099. found: 317.1175.

Workup

  1. customThe compound 6 was prepared

Sources & evidence

ORD record
ord-cf5c5073e5d04fa78373786dc1309bdd
Source dataset
uspto-grants-2016_07
Patent number
US09393306B2

Reaction notes

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