Sodium Thiosulfate → (R)-2-Methyl-4,4,4-trifluorobutanal

HRID 1594274노트

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HRID 1594274 반응식
[F:1][C:2]([F:9])([F:8])[CH2:3][C@@H:4]([CH3:7])[CH2:5][OH:6].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl.C(OCC)C.C([O-])(O)=O.[Na+]>[F:1][C:2]([F:9])([F:8])[CH2:3][C@@H:4]([CH3:7])[CH:5]=[O:6]

참가 물질

7

반응물 3

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 10351792(2R)-4,4,4-trifluoro-2-methylbutan-1-ol

생성물 1

HCID 24905502(R)-2-Methyl-4,4,4-trifluorobutanal

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

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온도
25 °C

실험 절차

To (2R)-4,4,4-trifluoro-2-methylbutan-1-ol (2.90 g, 20.4 mmol) in CH2Cl2 (50 mL) at 0° C. was added Dess-Martin periodinane (10.24 g, 24.49 mmol). After 15 min, the reaction mixture was warmed to 25° C. and stirred for 1 h. This mixture was then diluted with diethyl ether (50 mL) and added to Na2S2O3 (11.29 g, 71.44 mmol) dissolved in a saturated solution of aqueous NaHCO3 (100 mL). The milky white mixture was stirred until both layers were homogeneous. The phases were separated and the organic extract was dried (MgSO4) and filtered to give a solution of (2R)-4,4,4-trifluoro-2-methylbutanal which was used in the next step without removal of solvents.

후처리

  1. stirringThe milky white mixture was stirred until both layers
  2. customThe phases were separated
  3. extractionthe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-157d631fcbd340cba8fe07c51fa7bca7
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07300951B2

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