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Water → 2-Hydroxymethyl-8-methoxy-chroman

HRID 1077707
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인쇄 미리보기

반응식

HRID 1077707 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13](OCC)=[O:14])[CH2:9][CH2:8]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[OH:14][CH2:13][CH:10]1[CH2:9][CH2:8][C:7]2[C:12](=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][CH:6]=2)[O:11]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 18787171Ethyl 8-methoxy-chroman-2-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 234318182-Hydroxymethyl-8-methoxy-chroman

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

59.0 g (0.25 mol) of ethyl 8-methoxy-chroman-2-carboxylate in 525 ml of anhydrous tetrahydrofuran are added dropwise in the course of 1 h, with stirring, at 20° C. to a suspension of 9.5 g (0.25 mol) of lithium aluminium hydride in 525 ml of anhydrous diethyl ether. The batch is stirred overnight and 9.5 ml of water, 9.5 ml of 15% strength sodium hydroxide solution and 28.4 ml of water are then successively added dropwise, with cooling. The organic phase is decanted off and evaporated. The residue is recrystallised twice from dichloromethane/petroleum ether. Yield: 38.0 g (87%) Melting point: 57°-58° C.

후처리

  1. temperaturewith cooling
  2. customThe organic phase is decanted off
  3. customevaporated
  4. customThe residue is recrystallised twice from dichloromethane/petroleum ether

출처 및 근거

ORD 기록
ord-5404560a5541430295cbab6ee6f8c301
출처 데이터셋
uspto-grants-1996_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05545643

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