p-Toluenesulfonic acid → HCID 11264108、化合物

HRID 321907

反応式

HRID 321907 の反応式
[C@H:1]12[C:10](=O)[O:9][C:7](=[O:8])[C@H:3]([CH2:4][CH2:5][CH2:6]1)[CH2:2]2.[CH:12]([O:17]C)([O:15][CH3:16])OC.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[C@H:1]1([C:12]([O:15][CH3:16])=[O:17])[CH2:6][CH2:5][CH2:4][C@@H:3]([C:7]([O:9][CH3:10])=[O:8])[CH2:2]1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 11367118cis-1,3-Cyclohexanedicarboxylic anhydride

生成物 1

HCID 11264108HCID 11264108、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Anhydride 1 (3.85 g; 25 mmol) was combined with trimethyl orthoformate (4.10 mL; 37.5 mmol; 1.5 equiv) and methanol (8.2 mL). p-Toluenesulfonic acid (238 mg; 1.25 mmol; 0.05 equiv) was added and the reaction mixture was stirred overnight at ambient temperature to completely consume 1 and afford a single product by GC analysis. The solvent was removed at reduced pressure and the residue was dissolved in ethyl acetate (30 mL), washed with saturated aqueous NaHCO3 (10 mL), dried over MgSO4, and concentrated to afford 4.91 g (98%) of cis-2a which gave a single peak by GC analysis.

後処理

  1. customto completely consume 1
  2. customafford a single product by GC analysis
  3. customThe solvent was removed at reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate (30 mL)
  5. washwashed with saturated aqueous NaHCO3 (10 mL)
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customto afford 4.91 g (98%) of cis-2a which
  9. customgave a single peak by GC analysis

出典と根拠

ORDレコード
ord-c1f93ca583934ed2818a6bcce288eb16
出典データセット
uspto-grants-2001_04
特許番号
US06210956B1

関連ノート

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