Acetic Acid → HCID 86641124、化合物

HRID 2191042ノート

反応式

HRID 2191042 の反応式
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

参加物

5

反応物 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 59289251HCID 59289251、化合物

生成物 1

HCID 86641124HCID 86641124、化合物収率 85%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9741cb9e32a441049cb4e1dd4e207160
出典データセット
uspto-grants-2012_12
特許番号
US08324179B2

反応ノート

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