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

HRID 726491
ノート
印刷プレビュー

反応式

HRID 726491 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d8f18c606b4044af925cb599365ed928
出典データセット
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05709911

反応ノート

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