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Methoxymethyl-triphenylphosphonium chloride → 1-(2,3-Difluorophenyl)-4-methoxymethylene cyclohexane

HRID 726491
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HRID 726491 반응식
[Cl-].[CH3:2][O:3][CH2:4][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC(C)([O-])C.[K+].[F:30][C:31]1[C:36]([F:37])=[CH:35][CH:34]=[CH:33][C:32]=1[CH:38]1[CH2:43][CH2:42][C:41](=O)[CH2:40][CH2:39]1>CCOCC>[F:30][C:31]1[C:36]([F:37])=[CH:35][CH:34]=[CH:33][C:32]=1[CH:38]1[CH2:43][CH2:42][C:41](=[CH:2][O:3][CH3:4])[CH2:40][CH2:39]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 189208724-(2,3-Difluorophenyl)cyclohexanoneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 189208591-(2,3-Difluorophenyl)-4-methoxymethylene cyclohexane수율 89.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

First, 27.4 g of (methoxymethyl)triphenylphosphonium chloride, 9 g of potassium t-butoxide, and 225 ml of dry ether were placed in a 500 ml flask whose content was replaced with argon. The mixture was stirred for 30 minutes under ice water cooling. Then, 50 ml of an ether solution containing 16.8 g of 4-(2,3-difluorophenyl)cyclohexanone was added dropwise to the reaction mixture. The reaction mixture was stirred under ice water cooling for 30 minutes and at room temperature for 8 hours. Thereafter, a precipitate was filtered out. The filtrate was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled away. Thereafter, the residue was purified by silica gel column chromatography (eluent: toluene/hexane=1/4) to obtain 17.1 g of 1-(2,3-difluorophenyl)-4-methoxymethylene cyclohexane (Y: 89.7%). The compound thus obtained had a purity of 99.2% by GC.

후처리

  1. additionwas added dropwise to the reaction mixture
  2. stirringThe reaction mixture was stirred under ice water cooling for 30 minutes and at room temperature for 8 hours
  3. filtrationThereafter, a precipitate was filtered out
  4. washThe filtrate was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled away
  7. customThereafter, the residue was purified by silica gel column chromatography (eluent: toluene/hexane=1/4)

출처 및 근거

ORD 기록
ord-d8f18c606b4044af925cb599365ed928
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05709911

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