Hydrogen Peroxide → HCID 18435182、化合物

HRID 2304354

反応式

HRID 2304354 の反応式
C([Li])CCC.[F:6][C:7]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:8]=1[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][CH:15]=1.B(OC)(OC)[O:30]C.OO>C1COCC1.C(O)(=O)C>[F:6][C:7]1[C:12]([F:13])=[C:11]([OH:30])[CH:10]=[CH:9][C:8]=1[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][CH:15]=1

参加物

7

反応物 4

HCID 784Hydrogen PeroxideHCID 8470Trimethyl borateHCID 184351832,3-Difluoro-4'-octyloxybiphenylHCID 178418339Butyllithium

生成物 1

HCID 18435182HCID 18435182、化合物収率 69%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

A solution of n-butyllithium (1.60 ml, 10.0 M in hexanes, 0.016 mol) was added dropwise to a stirred, cooled (−78° C.) solution of 2,3-difluoro-4′-octyloxybiphenyl [see M. Hird and K. L. Toyne, J. Mater. Chem., 1995, 5, 2239] (4.70 g, 0.015 mol) in dry THF (250 ml) under dry nitrogen. The mixture was stirred at −78° C. for 2 hr and a solution of trimethyl borate (3.15 g, 0.030 mol) in dry THF (10 ml) was added. The mixture was allowed to warm to room temperature overnight and a solution of 30% hydrogen peroxide (50 ml) in acetic acid (500 ml) was added dropwise at room temperature. The mixture was extracted into ether (3 times) and the combined ethereal extracts were washed with water and dried over MgSO4. The solvent was removed in vacuo and the residue was recrystallised from ethanol to yield colourless crystals (3.45 g, 69%), mp 145° C.

後処理

  1. temperatureto warm to room temperature overnight
  2. extractionThe mixture was extracted into ether (3 times)
  3. washthe combined ethereal extracts were washed with water
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed in vacuo
  6. customthe residue was recrystallised from ethanol

出典と根拠

ORDレコード
ord-5b23c340e50e43f18ab0ae7845cc1022
出典データセット
uspto-grants-2002_08
特許番号
US06436312B1

関連ノート

読み込み中…