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Ethanol → 4-Ethoxy-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 801
ノート
印刷プレビュー

反応式

HRID 801 の反応式
[CH2:1]([OH:3])[CH3:2].[H-].[Na+].Cl[C:7]1[CH:12]=[C:11](Cl)[N:10]=[C:9]([S:14][CH3:15])[N:8]=1.[F:16][C:17]([F:26])([F:25])[C:18]1[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=1>C1COCC1.CN(C=O)C>[CH2:1]([O:3][C:7]1[CH:12]=[C:11]([O:24][C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:25])[F:26])[CH:19]=2)[N:10]=[C:9]([S:14][CH3:15])[N:8]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 702EthanolHCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydride2 回HCID 805314,6-Dichloro-2-(methylthio)pyrimidine

生成物 1

HCID 196938684-Ethoxy-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

Ethanol (1.18 g, 0.0256×1.0 mol) and NaH (1.02 g, (ca.60% in mineral oil), 0.0256×1.0 mol) were dissolved in THF and 4,6-dichloro-2-methylthiopyrimidine (Compound No. VII-23)(5.0 g, 0.0256 mol) was added thereto. The resulting solution was stirred for about 30 minutes at room temperature. To this reaction solution, m-trifluoromethyl-phenol (6.23 g, 0.0256×1.5 mol), NaH (1.54 g, (ca.60% in mineral oil), 0.0256×1.5 mol), and KI (2.12 g, 0.0256×0.5 mol) dissolved in DMF were added. The resulting solution was refluxed for about 7 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate to separate an organic phase. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, and thereafter purified on a silica gel column.

後処理

  1. additionVII-23)(5.0 g, 0.0256 mol) was added
  2. additionwere added
  3. temperatureThe resulting solution was refluxed for about 7 hours
  4. customThe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  5. customto separate an organic phase
  6. washThe organic phase was washed with aqueous saturated sodium chloride
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated
  9. custompurified on a silica gel column

出典と根拠

ORDレコード
ord-0c41a886f892437a80e1ebfc69bc8999
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05723412

反応ノート

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