Water → HCID 59760044, 화합물

HRID 1879126노트

반응식

HRID 1879126 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 3939Lithium Hydroxide2회HCID 59760048HCID 59760048, 화합물

생성물 1

HCID 59760044HCID 59760044, 화합물수율 12%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f5b1f8430412479eb4de1853217170be
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314147B2

반응 노트

불러오는 중…