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

HRID 2038372
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HRID 2038372 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a4cd4ae3be334e23935f8caef30cdd6f
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08575357B2

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