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Sodium Hydroxide → HCID 14152348, 화합물

HRID 622862
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HRID 622862 반응식
[H-].COCCO[Al+]OCCOC.[Na+].[H-].[O:15]1[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25])[CH:16]1[CH2:17][OH:18].[OH-].[Na+]>O1CCCC1>[OH:18][CH2:17][CH2:16][C@@H:19]([OH:15])[CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 14152344[3-(Hex-5-en-1-yl)oxiran-2-yl]methanolHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydride

생성물 1

HCID 14152348HCID 14152348, 화합물수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2 ml of a 3.4 molar solution sodium bis-(2-methoxyethoxy)-aluminum hydride (Red-AlR) (6.8 mM) are slowly added to a solution of 0.61 g (3.91 mM) 2S, 3S-2-epoxy-1-hydroxynon-8-ene (III) in 100 ml tetrahydrofuran at 0° C. in an argon gas atmosphere with agitation. After the addition, the mixture is allowed to react 3 hours at 0° C. and the reaction solution is subsequently left overnight at 25° C. After a careful addition of 5 ml 1 molar sodium hydroxide solution, the mixture is allowed to react one more hour with agitation. The organic phase is separated off and the aqueous phase is washed with 30 ml ether. The combined organic phases are washed with saturated sodium chloride solution, dried over magnesium sulfate and subsequently the solvent is evaporated in a vacuum. Bulb tube distillation at 130° C./0.5 mm pressure yields 0.54 g (3.42 mM) 1,3(S)-dihydroxynon-8-ene (IV) with a melting point of approximately 20° C. This corresponds to a yield of 89%.

후처리

  1. additionAfter the addition
  2. customto react 3 hours at 0° C.
  3. customto react one more hour with agitation
  4. customThe organic phase is separated off
  5. washthe aqueous phase is washed with 30 ml ether
  6. washThe combined organic phases are washed with saturated sodium chloride solution
  7. dry with materialdried over magnesium sulfate
  8. customsubsequently the solvent is evaporated in a vacuum
  9. distillationBulb tube distillation at 130° C./0.5 mm pressure

출처 및 근거

ORD 기록
ord-91c8f19c715a4e8c9bebee7740ea9b48
출처 데이터셋
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04772727

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