Pentaerythritol → (1-Methyl-2,6,7-trioxabicyclo[2.2.2]octan-4-yl)methanol

HRID 31631

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HRID 31631 반응식
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5].[C:10](OCC)(OCC)(OCC)[CH3:11].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N(CC)CC)C>>[CH3:10][C:11]12[O:7][CH2:6][C:3]([CH2:8][OH:9])([CH2:4][O:5]1)[CH2:2][O:1]2

참가 물질

5

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온도
100 °C

실험 절차

A mixture of pentaerythritol (15 g, 110 mmol), triethyl orthoacetate (20.2 ml, 110 mmol), and p-toluenesulfonic acid monohydrate (947 mg, 5.5 mmol) was stirred at 100° C. for 30 minutes. The temperature of the mixture was further raised to 130° C. and the mixture was stirred for 30 minutes. To the reaction mixture, triethylamine (1.53 ml, 11 mmol) was added and the reaction mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (8.5 g, yield: 48.2%) as a light yellow solid.

후처리

  1. temperatureThe temperature of the mixture was further raised to 130° C.
  2. stirringthe mixture was stirred for 30 minutes
  3. concentrationthe reaction mixture was concentrated
  4. customThe residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-b4bd0363c7514f7294656ead7bf347c2
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425634B2

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