3-Phenylphenol → 2-{[([1,1'-Biphenyl]-3-yl)oxy]methyl}oxirane

HRID 2173901Notes

Reaction equation

[C:1]1([C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([CH:22]1[O:24][CH2:23]1)Br>CC(=O)CC>[C:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH2:20][CH:22]2[CH2:23][O:24]2)[CH:8]=1

Participants

Conditions

Temperature: 80 °C

Procedure

7.4 g of 3-phenylphenol, 52.7 g of 2-butanone and 21.5 g of potassium carbonate were initially charged to a three-neck flask equipped with KPG stirrer and stirring motor and also drier tube. After conditioning to 22° C. 23.8 g of epibromohydrin were added dropwise within about 2 hours, the temperature increased to 80° C. and then the mixture was stirred at about 75° C. for a further 45 hours. This was followed by filtration and removal of the solvent in a rotary evaporator to obtain a clear yellowish thinly liquid product.

Workup

customequipped with KPG stirrer
customto 22° C
stirringthe mixture was stirred at about 75° C. for a further 45 hours
filtrationThis was followed by filtration and removal of the solvent in a rotary evaporator
customto obtain a clear yellowish thinly liquid product

Sources & evidence

ORD record: ord-b2855d9d84e54186a9feb764f77f6dec
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09057946B2

Reaction notes

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