Diethyl (ethoxymethylene)malonate → Diethyl (5-butyl-1,3-dioxan-2-yl)-malonate

HRID 1378269ノート

反応式

HRID 1378269 の反応式
[CH2:1]([CH:5]([CH2:8][OH:9])[CH2:6][OH:7])[CH2:2][CH2:3][CH3:4].C(O[CH:13]=[C:14]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])C>O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>[CH2:1]([CH:5]1[CH2:8][O:9][CH:13]([CH:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:20]([O:22][CH2:23][CH3:24])=[O:21])[O:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 27952592-n-Butylpropane-1,3-diol

生成物 1

HCID 22378551Diethyl (5-butyl-1,3-dioxan-2-yl)-malonate収率 89.4%

試薬・触媒・溶媒 2

HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 1140Toluene溶媒2 回

実験手順

A mixture of 17.45 g of 2-butyl-1,3-propanediol, 26.4 g of diethyl (ethoxymethylidene)-malonate, 250 ml of toluene and 0.285 g of p-toluenesulfonic acid monohydrate was heated to boiling for 1 hour, with moist toluene being distilled off and replaced by the addition of fresh toluene. The reaction mixture was neutralized with triethylamine and, after cooling, washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated. The crude product (42.35 g) was chromatographed on 520 g of silica gel with hexane/ethyl acetate (4:1). 33.0 g of oily diethyl (5-butyl-1,3-dioxan-2-yl)-malonate were obtained.

後処理

  1. temperaturewas heated
  2. distillationdistilled off
  3. additionreplaced by the addition of fresh toluene
  4. temperatureafter cooling
  5. washwashed with saturated sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated
  8. customThe crude product (42.35 g) was chromatographed on 520 g of silica gel with hexane/ethyl acetate (4:1)

出典と根拠

ORDレコード
ord-b415ca9aca3246a3bfbecd4fa48c5719
出典データセット
uspto-grants-1997_09
特許番号
US05667721

反応ノート

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