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

HRID 1091424ノート

反応式

HRID 1091424 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 II above, the following abbreviations are used: KF is potassium fluoride; DMF is N,N-dimethylformamide; Ar2OH 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 appropriately 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′ (Ar2=fluoro-substituted phenyl).

出典と根拠

ORDレコード
ord-4f6a14a8857f42a192f4c40f12dd5b61
出典データセット
uspto-grants-2012_03
特許番号
US08129381B2

反応ノート

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