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

HRID 1645539

반응식

HRID 1645539 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 521998p-Toluenesulfonic acid monohydrate촉매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d7dfc88dd4f2486aa12d1969aa2027c1
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124780B2

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