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

HRID 1378269노트

반응식

HRID 1378269 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b415ca9aca3246a3bfbecd4fa48c5719
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05667721

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