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Water → (3-Cyano-5-fluorophenyl)boronic acid

HRID 2038372
ノート
印刷プレビュー

反応式

HRID 2038372 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:17]#[N:18])[CH:5]=[C:6]([B:8]2[O:12]C(C)(C)C(C)(C)[O:9]2)[CH:7]=1.I([O-])(=O)(=O)=O.[Na+].C([O-])(=O)C.[NH4+].O>CC(C)=O>[C:17]([C:4]1[CH:5]=[C:6]([B:8]([OH:12])[OH:9])[CH:7]=[C:2]([F:1])[CH:3]=1)#[N:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 517165Ammonium AcetateHCID 23667635Sodium periodateHCID 467381943-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

生成物 1

HCID 23435605(3-Cyano-5-fluorophenyl)boronic acid

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1.00 g (4.05 mmol) of the compound from Example 21A is provided in 40 ml of acetone, 2.60 g (12.1 mmol) of sodium periodate, 0.70 g (9.11 mmol) of ammonium acetate and 40 ml of water are added and the mixture is stirred at room temperature overnight. The mixture is subsequently concentrated, a 2N aqueous sodium hydroxide solution is added to the residue and the precipitate that remains is filtered off with suction. Using a concentrated aqueous hydrogen chloride solution, the solution is adjusted to pH 3 and cooled to 0° C. The precipitate formed is collected by suction filtration, washed with water and dried under high vacuum. 384 mg (58% of theory) of the title compound are obtained.

後処理

  1. concentrationThe mixture is subsequently concentrated
  2. additiona 2N aqueous sodium hydroxide solution is added to the residue
  3. filtrationthe precipitate that remains is filtered off with suction
  4. temperaturecooled to 0° C
  5. customThe precipitate formed
  6. filtrationis collected by suction filtration
  7. washwashed with water
  8. customdried under high vacuum

出典と根拠

ORDレコード
ord-a4cd4ae3be334e23935f8caef30cdd6f
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08575357B2

反応ノート

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