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Potassium Fluoride → 3'-Chloro-4'-methoxy-6-trifluoromethyl-biphenyl-3-carboxylic Acid

HRID 1918320
ノート
印刷プレビュー

反応式

HRID 1918320 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[C:5]([OH:7])=[O:6].[Cl:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][C:21]=1[O:22][CH3:23].F[B-](F)(F)F.C([PH+](C(C)(C)C)C(C)(C)C)(C)(C)C.[F-].[K+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].O1CCOCC1>[Cl:15][C:16]1[CH:17]=[C:18]([C:2]2[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[CH:3]=2)[CH:19]=[CH:20][C:21]=1[O:22][CH3:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 522689Potassium FluorideHCID 2734635Tri-tert-butylphosphine tetrafluoroborateHCID 32475223-Chloro-4-methoxybenzeneboronic acidHCID 223375703-Bromo-4-(trifluoromethyl)benzoic acid

生成物 1

HCID 671701033'-Chloro-4'-methoxy-6-trifluoromethyl-biphenyl-3-carboxylic Acid

試薬・触媒・溶媒 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

3-Bromo-4-trifluoromethyl-benzoic acid (0.484 g, 1.80 mmol), 3-chloro-4-methoxy-phenylboronic acid (0.503 g, 2.70 mmol), tri-tert-butylphosphonium tetrafluoroborate (0.313 g, 1.08 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.494 g, 0.54 mmol) and potassium fluoride (0.345 g, 5.93 mmol) were weighed into a flask and dioxane (10 ml) was added under argon, and the mixture was stirred for 24 h at 50° C. The mixture was filtered over celite and evaporated to dryness. The residue was purified by preparative RP HPLC (water/ACN gradient) to yield the title compound.

後処理

  1. filtrationThe mixture was filtered over celite
  2. customevaporated to dryness
  3. customThe residue was purified by preparative RP HPLC (water/ACN gradient)

出典と根拠

ORDレコード
ord-ed36e323c5e94d36ab0f8f5e9845ba20
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08618304B2

反応ノート

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