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Magnesium chloride hexahydrate → HCID 86730375, 화합물

HRID 1523357
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HRID 1523357 반응식
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=1)[C:8]#[N:9])([CH3:3])[CH3:2].O.[SH2:18].[Na].O.O.O.O.O.O.[Cl-].[Mg+2].[Cl-].C(OCC)(=O)C.CCCCCC>CN(C=O)C>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:13]([F:14])([F:15])[F:16])[CH:12]=1)[C:8](=[S:18])[NH2:9])([CH3:3])[CH3:2]
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6

반응물 4

HCID 24644Magnesium chloride hexahydrateHCID 21226206Ethyl acetate hexaneHCID 53442613Sodium hydrogen sulfide hydrateHCID 66997049HCID 66997049, 화합물

생성물 1

HCID 86730375HCID 86730375, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
27.5 °C

실험 절차

3-Isopropoxy-5-(trifluoromethyl)benzonitrile (1000 g, 4.3 moles) was dissolved in DMF (4000 mL) and sodium hydrogensulfide hydrate (636 g; 8.6 moles) was added followed by magnesium chloride hexahydrate (960.2 g, 4.7 moles). The reaction mixture was stirred for 1 hr at 25 to 30° C. Reaction completion was monitored by TLC using ethyl acetate:hexane (2:8) as the mobile phase. The reaction mixture was quenched in an ice-water slurry (250 mL) and the pH was adjusted to 5 by addition of 10% aqueous HCl. The reaction mixture was extracted with MTBE and was washed with 20% brine solution. The organic layer was concentrated under vacuum to give 1136 g (4.3 moles; 100%) of the title compound, which was taken as such to next step. HPLC purity—97.37% a/a.

후처리

  1. customReaction completion
  2. customThe reaction mixture was quenched in an ice-water slurry (250 mL)
  3. additionthe pH was adjusted to 5 by addition of 10% aqueous HCl
  4. extractionThe reaction mixture was extracted with MTBE
  5. washwas washed with 20% brine solution
  6. concentrationThe organic layer was concentrated under vacuum

출처 및 근거

ORD 기록
ord-a2d8172136a647c48176bf316f3e4295
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079865B2

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