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Ammonium Chloride → (5-Bromo-2,4-difluoro-phenyl)-(3-fluoro-phenyl)-methanol

HRID 503162
ノート
印刷プレビュー

反応式

HRID 503162 の反応式
Br[C:2]1[CH:7]=[C:6]([Br:8])[C:5]([F:9])=[CH:4][C:3]=1[F:10].C([Li])CCC.[F:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH:20]=[O:21].[Cl-].[NH4+]>C(OCC)C.CCCCCC>[Br:8][C:6]1[C:5]([F:9])=[CH:4][C:3]([F:10])=[C:2]([CH:20]([C:19]2[CH:22]=[CH:23][CH:24]=[C:17]([F:16])[CH:18]=2)[OH:21])[CH:7]=1
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 25517Ammonium ChlorideHCID 680093-FluorobenzaldehydeHCID 105645111,5-Dibromo-2,4-difluorobenzeneHCID 178418339Butyllithium

生成物 1

HCID 22260768(5-Bromo-2,4-difluoro-phenyl)-(3-fluoro-phenyl)-methanol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 8058
Hexane
溶媒

反応条件

温度
-70 °C

実験手順

A total of 2.02 g of 1,5-dibromo-2,4-difluorobenzene obtained in Production Example II-5-a was dissolved in 38 ml of diethyl ether, and 4.9 ml of a 1.58 M solution of n-butyllithium in hexane was added under stirring at −70° C. After stirring for 1 hour, 4.9 ml of m-fluorobenzaldehyde was added and the mixture was stirred for 15 minutes. Saturated aqueous ammonium chloride solution was added to the reaction mixture, followed by extracting with ethyl acetate. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane=1:10), to give 0.96 g of the title compound.

後処理

  1. stirringAfter stirring for 1 hour
  2. stirringthe mixture was stirred for 15 minutes
  3. extractionby extracting with ethyl acetate
  4. washThe resulting organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated
  7. customThe residue was purified
  8. customseparated by silica gel column chromatography (ethyl acetate:hexane=1:10)

出典と根拠

ORDレコード
ord-94206b409d9c4e3b89aa1e6ca590e3d1
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07776890B2

反応ノート

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