Sodium Carbonate → 4-Ethoxybut-2-yn-1-ol

HRID 237862

反応式

HRID 237862 の反応式
[CH2:1]([O:3][CH2:4][C:5]#[C:6][CH2:7][O:8][CH:9]1[CH2:14]CCC[O:10]1)[CH3:2].O.[C:16]1(C)[CH:21]=[CH:20][C:19](S(O)(=O)=O)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:7][O:8][C:9]([CH3:14])=[O:10].[CH3:20][CH2:21][CH2:16][CH2:17][CH2:18][CH3:19].[CH2:1]([O:3][CH2:4][C:5]#[C:6][CH2:7][OH:8])[CH3:2]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 685294632-(4-Ethoxy-but-2-ynyloxy)-tetrahydro-pyran

生成物 2

HCID 127868104-Ethoxybut-2-yn-1-ol収率 385.9%HCID 23449302Methyl acetate hexane収率 1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-(4-ethoxy-but-2-ynyloxy)-tetrahydro-pyran (0.5 g, 2.52 mmol) in methanol (10 mL) was added p-toluenesulfonic acid monohydrate (p-TSOH) (0.086 g, 0.454 mmol). The reaction mixture was stirred at room temperature for 3.5 hours. The reaction mixture was poured into aqueous sodium carbonate and extracted with methyl acetate. The organic layers were combined, dried (Na2SO4) and concentrated. Silica gel chromatography (1-10% MeOAc/hexane) provided 0.2 g of 4-ethoxy-but-2-yn-1-ol as a clear oil.

後処理

  1. extractionextracted with methyl acetate
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-04be88845d1f4d6d9b54e5d1406b7d8f
出典データセット
uspto-grants-2014_02
特許番号
US08642603B2

関連ノート

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