Sodium Acetate → 2,3-Difluoro-4'-(5-formylpentyl)oxybiphenyl

HRID 1289409노트

반응식

HRID 1289409 반응식
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C([O-])(=O)C.[Na+].[F:17][C:18]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=1[C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][OH:38])=[CH:27][CH:26]=1>C(Cl)Cl>[F:17][C:18]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=1[C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH:37]=[O:38])=[CH:27][CH:26]=1

참가 물질

5

반응물 3

HCID 517045Sodium AcetateHCID 189208402,3-Difluoro-4'-(6-hydroxyhexyl)oxybiphenylHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 189208552,3-Difluoro-4'-(5-formylpentyl)oxybiphenyl수율 42.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

First, 6.4 g of pyridinium chlorochromate, 0.48 g of sodium acetate, and 10 ml of methylene chloride were placed in a 200 ml flask. Then, 50 ml of a methylene chloride solution containing 6 g of 2,3-difluoro-4'-(6-hydroxyhexyl)oxybiphenyl obtained in Example 2-(f) was added dropwise to the reaction mixture. The reaction mixture was stirred for 18 hours. The reaction mixture was concentrated. The residue was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixed solvent of hexane and acetone to obtain 2.56 g of 2,3-difluoro-4'-(5-formylpentyl)oxybiphenyl (Y: 42.9%). The compound thus obtained had a purity of 95.1% by GC.

후처리

  1. additionwas added dropwise to the reaction mixture
  2. concentrationThe reaction mixture was concentrated
  3. customThe residue was purified by silica gel column chromatography (eluent: toluene)
  4. customrecrystallized from a mixed solvent of hexane and acetone

출처 및 근거

ORD 기록
ord-9d9992ce353d46668509cecd51ea2abe
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750213

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