Methyl4-(3-methylsulfinylphenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate → Methyl 4-(3-mercaptophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

HRID 1418463노트

반응식

HRID 1418463 반응식
[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([S:17](C)=O)[CH:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4]>FC(F)(F)C(OC(=O)C(F)(F)F)=O>[SH:17][C:13]1[CH:12]=[C:11]([C:5]2([C:3]([O:2][CH3:1])=[O:4])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]2)[CH:16]=[CH:15][CH:14]=1

참가 물질

3

반응물 1

HCID 11323524Methyl4-(3-methylsulfinylphenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

생성물 1

HCID 11242202Methyl 4-(3-mercaptophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate

시약·촉매·용매 1

HCID 9845Trifluoroacetic anhydride용매

실험 절차

Methyl4-(3-methylsulfinylphenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate (12.2 g, 43 mmol) was dissolved in trifluoroacetic anhydride (50 ml) and heated at reflux for 30 min. Volatiles were removed by evaporation and the residue was dissolved into methyl alcohol (100 ml). Triethylamine (100 ml) was added over 5 min and the mixture concentrated to dryness. The residue was dissolved in ethyl acetate (500 ml), washed with saturated aqueous ammonium chloride (200 ml) and brine (200 ml), dried (magnesium sulfate) and concentrated to dryness to provide crude titled compound as a pale black liquid which was used as such without further purification.

후처리

  1. temperatureheated
  2. temperatureat reflux for 30 min
  3. customVolatiles were removed by evaporation
  4. dissolutionthe residue was dissolved into methyl alcohol (100 ml)
  5. additionTriethylamine (100 ml) was added over 5 min
  6. concentrationthe mixture concentrated to dryness
  7. dissolutionThe residue was dissolved in ethyl acetate (500 ml)
  8. washwashed with saturated aqueous ammonium chloride (200 ml) and brine (200 ml)
  9. dry with materialdried (magnesium sulfate)
  10. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-7a3daffd98384b048d284866a09133e0
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05883106

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