Trimethyl orthoformate → (2-Methoxy-1,3-dioxan-5-yl)methanol

HRID 31592

반응식

HRID 31592 반응식
[OH:1][CH2:2][CH:3]([CH2:6][OH:7])[CH2:4][OH:5].[CH:8](OC)(OC)[O:9][CH3:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(N(CC)CC)C>[CH3:8][O:9][CH:10]1[O:5][CH2:4][CH:3]([CH2:6][OH:7])[CH2:2][O:1]1

참가 물질

5

반응물 3

HCID 9005Trimethyl orthoformateHCID 78432TrimethylolmethaneHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 59792360(2-Methoxy-1,3-dioxan-5-yl)methanol수율 59.1%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

A mixture of 2-(hydroxymethyl)-1,3-propanediol (1.7 g, 16 mmol), trimethyl orthoformate (7 ml, 64.1 mmol), and p-toluenesulfonic acid monohydrate (275 mg, 1.6 mmol) was stirred at room temperature for 22 hours. To the reaction mixture, triethylamine (447 μl) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.4 g, 59.1% yield), which is a cis and trans (1:1) mixture, as a light yellow oil.

후처리

  1. concentrationthe mixture was concentrated
  2. customThe residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-900281ff6a674c459015a992c92073ad
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425634B2

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