Sodium Thiosulfate → 2-(3-(Trifluoromethyl)phenyl)acetaldehyde

HRID 1485070노트

반응식

HRID 1485070 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][OH:8].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)([O-])O.[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:4]=[C:5]([CH2:6][CH:7]=[O:8])[CH:9]=[CH:10][CH:11]=1

참가 물질

6

반응물 4

HCID 24477Sodium ThiosulfateHCID 959263-(Trifluoromethyl)phenethylic alcoholHCID 159087TriacetoxyperiodinaneHCID 516892Sodium Bicarbonate

생성물 1

HCID 212463392-(3-(Trifluoromethyl)phenyl)acetaldehyde수율 60.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 3-(trifluoromethyl)phenethyl alcohol (2.00 g) in chloroform (50.0 mL), Dess-Martin periodinane (4.70 g) was added under cooling with ice. After being brought to room temperature, the reaction mixture was stirred for an hour. Subsequently, a saturated aqueous solution of sodium hydrogencarbonate (25.0 mL) and a saturated aqueous solution of sodium thiosulfate (25.0 mL) were added and the mixture was vigorously stirred for an hour. After phase separation, the organic layer was dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=98:2-85:15) to give the titled compound as a pale yellow oil (1.19 g).

후처리

  1. temperatureunder cooling with ice
  2. customAfter being brought to room temperature
  3. stirringthe mixture was vigorously stirred for an hour
  4. customAfter phase separation
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. customthe desiccant was removed by filtration
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=98:2-85:15)

출처 및 근거

ORD 기록
ord-5499289300934ec392cbbf0a12edf137
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422240B2

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