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Hydrochloric Acid → 3-[(1-Tert-butoxypropan-2-yl)oxy]propan-1-ol

HRID 1784135
ノート
印刷プレビュー

反応式

HRID 1784135 の反応式
[OH-].[K+].[OH:3][CH2:4][CH2:5][CH2:6][OH:7].S(O[CH:19]([CH2:21][O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:20])(C1C=CC(C)=CC=1)(=O)=O.Cl>O1CCOCC1>[OH:3][CH2:4][CH2:5][CH2:6][O:7][CH:19]([CH2:21][O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 104421,3-PropanediolHCID 14797Potassium HydroxideHCID 72580834TsOCH(CH3)CH2OC(CH3)3

生成物 1

HCID 1643333-[(1-Tert-butoxypropan-2-yl)oxy]propan-1-ol収率 43.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Potassium hydroxide (274.27 g) and HO(CH2)3OH (371.93 g) were added to dioxane (3 L), and then TsOCH(CH3)CH2OC(CH3)3 (700 g) prepared in Example 2-1 was added gradually. The reaction solution was refluxed with heating for 16 hours, allowed to cool, and poured onto ice (500 g), neutralized with 2 N hydrochloric acid, concentrated and filtered to remove the precipitated salt. The filtrate was extracted with dichloromethane (250 mL), and the organic layer was washed with water (500 mL) repeatedly 17 times. The organic layer was dried over magnesium sulfate and filtered, and the filtrate was concentrated with an evaporator, and the concentrate was purified by silica gel chromatography to give the title compound (203.77 g). The NMR spectrum data of the product were as follows.

後処理

  1. temperatureThe reaction solution was refluxed
  2. temperaturewith heating for 16 hours
  3. temperatureto cool
  4. additionpoured onto ice (500 g)
  5. concentrationconcentrated
  6. filtrationfiltered
  7. customto remove the precipitated salt
  8. extractionThe filtrate was extracted with dichloromethane (250 mL)
  9. washthe organic layer was washed with water (500 mL) repeatedly 17 times
  10. dry with materialThe organic layer was dried over magnesium sulfate
  11. filtrationfiltered
  12. concentrationthe filtrate was concentrated with an evaporator
  13. customthe concentrate was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-bb577df9e2c347328109835fd6a602b1
出典データセット
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07501540B2

反応ノート

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