1,3-Propanediol → 2-(3-Bromopropyl)-1,3-dioxane

HRID 1058747노트

반응식

HRID 1058747 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH:5]=[O:6].[CH2:7](O)[CH2:8][CH2:9][OH:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCCC1.O.C(OCC)C>[Br:1][CH2:2][CH2:3][CH2:4][CH:5]1[O:10][CH2:9][CH2:8][CH2:7][O:6]1

참가 물질

7

반응물 3

HCID 104421,3-PropanediolHCID 521998p-Toluenesulfonic acid monohydrateHCID 30160054-Bromobutyraldehyde

생성물 1

HCID 140633952-(3-Bromopropyl)-1,3-dioxane

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-bromobutanal (prepared as described in J. Org. Chem., 1979, 44, 3230-3238: 450 mg, 2.98 mmol) in tetrahydrofuran (10 mL) at room temperature was added 1,3-propane diol (1.0 mL, 13.7 mmol) and p-toluenesulfonic acid monohydrate (50 mg, 0.26 mmol). The mixture was heated at reflux for 2 hours, cooled and suspended in a mixture of water and diethyl ether (200 mL of 1:1). The two layers were separated and the organic layer was dried over magnesium sulfate, filtered, and then concentrated in vacuo to give the title compound as a clear oil.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperaturecooled
  4. customThe two layers were separated
  5. dry with materialthe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e76a2a4df3204d018586886af83cad7b
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518282B1

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