Triethylamine → Bis-[(2-triethylsilyl-4-furyl)methyl]oxalate

HRID 488231

反応式

HRID 488231 の反応式
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[OH:7][CH2:8][C:9]1[CH:10]=[C:11]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[O:12][CH:13]=1.C(N([CH2:26][CH3:27])CC)C>ClCCl>[CH2:15]([Si:14]([CH2:17][CH3:18])([CH2:19][CH3:20])[C:11]1[O:12][CH:13]=[C:9]([CH2:8][O:7][C:1](=[O:5])[C:2]([O:7][CH2:8][C:9]2[CH:10]=[C:11]([Si:14]([CH2:26][CH3:27])([CH2:17][CH3:18])[CH2:15][CH3:16])[O:12][CH:13]=2)=[O:3])[CH:10]=1)[CH3:16]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 150370354-Hydroxymethyl-2-triethylsilylfuran2 回

生成物 1

HCID 15037121Bis-[(2-triethylsilyl-4-furyl)methyl]oxalate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Oxalyl chloride (0.59 ml, 6.79 mmol) was added dropwise to a solution of 4-hydroxymethyl-2-triethylsilylfuran (Compound 1, 1.2 g, 5.66 mmol) and triethylamine (0.95 ml, 6.79 mmol) in dichloromethane (10 ml) at 0°. After 10 minutes, the reaction mixture was quenched with ice. Extraction (dichloromethane) and evaporation of the dried (magnesium sulfate) extracts gave an oil, which was purified by flash chromatography on silica using 5% ethyl ether/hexane. Fractions with Rf of about 0.17 gave, after evaporation the title oxalate ester as a colorless oil.

後処理

  1. customthe reaction mixture was quenched with ice
  2. extractionExtraction (dichloromethane) and evaporation of the
  3. dry with materialdried (magnesium sulfate)
  4. customextracts gave an oil, which
  5. customwas purified by flash chromatography on silica using 5% ethyl ether/hexane
  6. customFractions with Rf of about 0.17 gave
  7. customafter evaporation the title oxalate ester as a colorless oil

出典と根拠

ORDレコード
ord-f8016cc81bfd41548b2e81d770fabd5f
出典データセット
uspto-grants-1994_03
特許番号
US05298633

関連ノート

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