2,3,5,6-Tetrafluorophenol → Diphenyl carbonate

HRID 1432355ノート

反応式

HRID 1432355 の反応式
[F-].[K+].F[C:4]1[C:9](F)=[CH:8][C:7](F)=[C:6](F)[C:5]=1[OH:13].F[C:15]1[CH:20]=[C:19](F)[CH:18]=[C:17](F)[C:16]=1[OH:23].FC1C(F)=CC=C(F)[C:26]=1[OH:33].BrC(Br)=O>CO.C1COCC1.CN(C)C=O>[O:13]([C:26]([O:23][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:15]=1)=[O:33])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:4]=1

参加物

9

反応物 5

HCID 698582,3,5,6-TetrafluorophenolHCID 79057Carbonyl bromideHCID 5179882,3,6-TrifluorophenolHCID 5199742,4,6-TrifluorophenolHCID 522689Potassium Fluoride3 回

生成物 1

HCID 7597Diphenyl carbonate

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 6228Dimethylformamide溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

In scheme III above, the following abreviations are used: KF is potassium fluoride; DMF is N,N-dimethylformamide; ArOH is either 2,3,5,6-tetrafluorophenol, 2,4,6-trifluorophenol or 2,3,6-trifluorophenol; THF is tetahydrofuran; MeOH is methanol. Commercially available bromoketone D is reacted with the appropriatly substituted fluorophenol and potassium fluoride to give phenoxy ketone E. The ketone is then reduced with sodium borohydride to give the alcohol F, which is hydrogenated using palladium on carbon as catalyst to give the amino alcohol B (in formula I, Y=fluoro-substituted phenoxy).

出典と根拠

ORDレコード
ord-4e795b054f16466097325daa675da606
出典データセット
uspto-grants-2009_11
特許番号
US07612091B2

反応ノート

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