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

HRID 31592

反応式

HRID 31592 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-900281ff6a674c459015a992c92073ad
出典データセット
uspto-grants-2008_09
特許番号
US07425634B2

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