Acetic Acid → HCID 86641124, 화합물

HRID 2191042노트

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HRID 2191042 반응식
CC1C=CC(S(O[C@@H:12]2[C@@H:16]([OH:17])[C@@H:15]([CH2:18][OH:19])[O:14][C@@H:13]2[O:20][CH3:21])(=O)=O)=CC=1.C[O-].[Na+].C(O)(=O)C>CO>[CH3:21][O:20][C@@H:13]1[C@@H:12]2[C@H:16]([O:17]2)[C@@H:15]([CH2:18][OH:19])[O:14]1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 59289251HCID 59289251, 화합물

생성물 1

HCID 86641124HCID 86641124, 화합물수율 85%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
0 °C

실험 절차

Compound 35.5 (46.83 g, 147.26 mmol) was dissolved in anhydrous methanol 300 mL, cooled to 0° C. and treated with 25% NaOMe in MeOH. The mixture was allowed to rise to r.t. and stirred for 8 h. The mixture was then neutralized with acetic acid and the solvent was concentrated under reduced pressure. The residue was dissolved in EtOAc, filtered and the organic layer was washed with 200 mL water. The organic layer was collected and the aqueous layer was extracted with 4×100 mL ethyl acetate. The organic extracts were combined, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was subjected to a column chromatography to give compound 35.6 (18.18 g, 85% yield).

후처리

  1. customto rise to r.t.
  2. concentrationthe solvent was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in EtOAc
  4. filtrationfiltered
  5. washthe organic layer was washed with 200 mL water
  6. customThe organic layer was collected
  7. extractionthe aqueous layer was extracted with 4×100 mL ethyl acetate
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9741cb9e32a441049cb4e1dd4e207160
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324179B2

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