Sodium Hydroxide → 2-O-(5-Methyl-3-isoxazolyl)glycerol

HRID 974688

반응식

HRID 974688 반응식
[CH3:1][C:2]1[O:6][N:5]=[C:4]([O:7][CH:8]([C:14](OCC)=[O:15])[C:9](OCC)=[O:10])[CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[O:6][N:5]=[C:4]([O:7][CH:8]([CH2:14][OH:15])[CH2:9][OH:10])[CH:3]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 19986058Diethyl 2-(5-methyl-3-isoxazolyloxy)malonateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 543308062-O-(5-Methyl-3-isoxazolyl)glycerol수율 70.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 23.72 g of diethyl 2-(5-methyl-3-isoxazolyloxy)malonate (prepared as described in Preparation 19) in 120 ml of tetrahydrofuran was added dropwise to a suspension of 14.00 g of lithium aluminum hydride in 140 ml of tetrahydrofuran over a period of 30 minutes, whilst ice-cooling. The mixture was stirred at room temperature for 40 hours, after which 56 ml of a 4% w/v aqueous solution of sodium hydroxide was added dropwise to it over a period of 30 minutes, whilst ice-cooling. An insoluble material was filtered off using a Celite (trade mark) filter aid, and the filtrate was concentrated by evaporation under reduced pressure. The residue was subjected to column chromatography through 300 g of silica gel. 11.26 g of the title compound was isolated as a colorless oil from the fractions eluted with ethyl acetate.

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. filtrationAn insoluble material was filtered off
  4. filtrationfilter aid
  5. concentrationthe filtrate was concentrated by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-d0633e3606254a05ad8c7ee4d665fd87
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05068340

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