Triethylamine → Ethyl (2-propyl-1,3-dioxan-2-yl)acetate

HRID 1645539

反応式

HRID 1645539 の反応式
[O:1]=[C:2]([CH2:9][CH2:10][CH3:11])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:12](O)[CH2:13][CH2:14][OH:15].C(OC)(OC)OC.C(N(CC)CC)C>O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:9]([C:2]1([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[O:15][CH2:14][CH2:13][CH2:12][O:1]1)[CH2:10][CH3:11]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 9005Trimethyl orthoformateHCID 104421,3-PropanediolHCID 238498Ethyl 3-oxohexanoate

生成物 1

HCID 59792385Ethyl (2-propyl-1,3-dioxan-2-yl)acetate収率 80.5%

試薬・触媒・溶媒 1

HCID 521998p-Toluenesulfonic acid monohydrate触媒

実験手順

A mixture of ethyl 3-oxohexanoate (5 g, 31.6 mmol), 1,3-propanediol (3.61 g, 47.4 mmol), trimethyl orthoformate (5.78 ml, 34.8 mmol), and p-toluenesulfonic acid monohydrate (272 mg, 1.58 mmol) was stirred at room temperature for 22 hours. After completion of the reaction, triethylamine (881 μl, 6.32 mmol) was added to the reaction mixture which was then concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (5.5 g, yield: 80.5%) as a light yellow oil.

後処理

  1. additionwas added to the reaction mixture which
  2. concentrationwas then concentrated
  3. 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-d7dfc88dd4f2486aa12d1969aa2027c1
出典データセット
uspto-grants-2012_02
特許番号
US08124780B2

関連ノート

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