1,4-丁炔二醇 → 4-(Tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol

HRID 2068

反应方程式

HRID 2068 反应方程式
[CH2:1]([OH:6])[C:2]#[C:3][CH2:4][OH:5].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1>C1(C)C=CC(S(O)(=O)=O)=CC=1.CCOCC>[O:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[O:5][CH2:4][C:3]#[C:2][CH2:1][OH:6]

参与物

5

反应物 2

HCID 80661,4-丁炔二醇HCID 80803,4-二氢-2H-吡喃

产物 1

HCID 111233154-(Tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol收率 68.8%

试剂、催化剂与溶剂 2

HCID 6101对甲苯磺酸催化剂HCID 3283乙醚溶剂2 次

实验过程

To a mixture of 5.0 g of 2-butyne-l,4-diol and 10 milligrams of p-toluenesulfonic acid and 150 ml of dry ether there was added dropwise with stirring at room temperature 4.9 g of 3,4-dihydro-2H-pyran. After stirring overnight at ambient temperature the ether was evaporated and the residue was poured into 200 ml of water. The aqueous solution was extracted with hexane (2×100 ml) and then re-extracted with ether (3×100 ml). The combined ether extracts were washed with 100 ml of brine, dried over magnesium sulfate and evaporated to yield 6.8 g of 4-tetrahydropyranoxy-2-butyn-1-ol.

后处理

  1. additionwas added dropwise
  2. customwas evaporated
  3. additionthe residue was poured into 200 ml of water
  4. extractionThe aqueous solution was extracted with hexane (2×100 ml)
  5. extractionre-extracted with ether (3×100 ml)
  6. washThe combined ether extracts were washed with 100 ml of brine
  7. dry with materialdried over magnesium sulfate
  8. customevaporated

来源与证据

ORD记录
ord-b5f509f406ce44cc9d59d96a369153b8
来源数据集
uspto-grants-1998_03
专利号
US05728694

关联笔记

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