Hydrogen Peroxide → HCID 18435182, 화합물

HRID 2304354

반응식

HRID 2304354 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 18435182HCID 18435182, 화합물수율 69%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5b23c340e50e43f18ab0ae7845cc1022
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06436312B1

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