m-Chloroperbenzoic acid → 1-Acetyloxy-3-ethylcyclobutane

HRID 1252181

反応式

HRID 1252181 の反応式
C([CH:4]1[CH2:7][CH:6]([CH2:8][CH3:9])[CH2:5]1)(=O)C.ClC1C=CC=[C:13]([C:17]([O:19]O)=[O:18])C=1>C(Cl)(Cl)Cl>[C:17]([O:19][CH:4]1[CH2:5][CH:6]([CH2:8][CH3:9])[CH2:7]1)(=[O:18])[CH3:13]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 5377311-(3-Ethylcyclobutyl)ethanone

生成物 1

HCID 5383341-Acetyloxy-3-ethylcyclobutane収率 57.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of 5.5 g of the 1-acetyl-3-ethylcyclobutane, and 10.7 g of m-chloroperbenzoic acid in 107 ml chloroform was allowed to stand for five days in the dark. The reaction mixture was cooled via external ice cooling and filtered. The filtrate was diluted with CHCl3 and washed with 10 percent aqueous sodium thiosulfate, 10 percent aqueous sodium carbonate and brine, dried over Na2SO4, and filtered. The solution was subjected to distillation (aspirator vacuum) to afford 3.55 g of 1-acetoxy-3-ethylcyclobutane, as a clear oil (bp 65°-67°). The material had the following spectral characteristics: nmr (CDCl3) δ 0.82 (3H, t, J=7.0 Hz) 1.10 and 1.12, (same side product noted in the 1-acetyl compound spectra), 1.0-2.5 (7H, m), 2.01 (3H, s) and 4.9 (1H, m); ir (CHCl3) 950, 1040, 1085, 1205, 1250, 1375, 1460, 1720, 2870, 2925 and 2960 cm-1 along with trace of 3200-3600 (broad) and 3600 cm-1 for the same side product noted in the 1-acetyl the compound spectra.

後処理

  1. temperatureThe reaction mixture was cooled via external ice cooling
  2. filtrationfiltered
  3. additionThe filtrate was diluted with CHCl3
  4. washwashed with 10 percent aqueous sodium thiosulfate, 10 percent aqueous sodium carbonate and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. distillationThe solution was subjected to distillation (aspirator vacuum)

出典と根拠

ORDレコード
ord-db7880c8f5b14352ae9c9025f18f434b
出典データセット
uspto-grants-1988_05
特許番号
US04742080

関連ノート

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