HCID 535404, compound → 4,4'-Biphenyldiol, 2,2'-diallyl-

HRID 1417578Notes

Reaction equation

C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17]CC=C)=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)C=C>C(OCC)(=O)C>[CH2:10]([C:9]1[CH:10]=[C:5]([OH:4])[CH:6]=[CH:7][C:8]=1[C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][C:16]=1[CH2:9][CH:8]=[CH2:7])[CH:5]=[CH2:6]

Participants

Conditions

Temperature: 190 °C

Procedure

Into a 50 ml round bottom flask was added 6.03 g of 7 (22.6 mmol). The flask was purged with N2 and sealed by a septum. The reactant was heated to 190° C. overnight. A light yellow solid was obtained after the reaction was cooled down. This crude product was subjected to a flash column (15% ethyl acetate in hexanes). A white crystaline solid (5.9 g, 97.8%) was obtained. 1H NMR (CDCl3) δ7.3-7.25 (m, 4H), 6.83 (m, 2H), 6.04 (m, 2H), 5.22-5.17 (m, 4H), 5.01 (s, 2H), 3.46 (d, 4H).

Workup

customThe flask was purged with N2
customsealed by a septum
customA light yellow solid was obtained after the reaction
temperaturewas cooled down

Sources & evidence

ORD record: ord-87921ad5f56c4f52976d8e9de3cbd9f4
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05877214

Reaction notes

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