Water → HCID 59760044、化合物

HRID 1879126ノート

反応式

HRID 1879126 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([CH3:27])=[C:14]([CH:26]=2)[C:15]([O:17]CC2C=CC=C(Cl)C=2)=[O:16])[CH:5]=[CH:6][CH:7]=1.O.[OH-].[Li+]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([CH3:27])=[C:14]([CH:26]=2)[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium Hydroxide2 回HCID 59760048HCID 59760048、化合物

生成物 1

HCID 59760044HCID 59760044、化合物収率 12%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of (3-chlorophenyl)methyl 5-{[(3-chlorophenyl)methyl]oxy}-2-methylbenzoate from the preparation of Intermediate 84 described above (2.67 g, 6.66 mmol) in 1,4-dioxane (20 ml) and water (10 ml) was treated with lithium hydroxide (419 mg, 9.99 mmol, 1.5 eq). The resulting mixture was stirred at room temperature under argon overnight. A further portion of lithium hydroxide (419 mg, 9.99 mmol, 1.5 eq) was added and stirring continued at room temperature for 2 hours. Stirring continued at room temperature overnight. The solvent was then evaporated to dryness and then partitioned between 2M HCl (100 ml) and diethylether (100 ml). The organic layer was separated and passed through a hydrophobic frit to remove any water and evaporated to dryness to afford the title compound as a white solid (1.98 g) (contains 12% impurity). No further purification carried out. MS (ES−) m/z 275 [M−H]− (C15H1335ClO3).

後処理

  1. stirringstirring
  2. waitcontinued at room temperature for 2 hours
  3. stirringStirring
  4. waitcontinued at room temperature overnight
  5. customThe solvent was then evaporated to dryness
  6. custompartitioned between 2M HCl (100 ml) and diethylether (100 ml)
  7. customThe organic layer was separated
  8. customto remove any water
  9. customevaporated to dryness

出典と根拠

ORDレコード
ord-f5b1f8430412479eb4de1853217170be
出典データセット
uspto-grants-2012_11
特許番号
US08314147B2

反応ノート

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