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Acetic Acid → methyl 2-(5-hydroxy-1E,3E,-tridecandienyl)-delta-oxobenzenpentanoate

HRID 1073644
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HRID 1073644 반응식
C(O)(=O)C.O.O1CCCC1.C1COCC1.[O:16]=[C:17]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1/[CH:31]=[CH:32]/[CH:33]=[CH:34]/[CH:35]([O:44]C1CCCCO1)[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22]>C1COCC1>[OH:44][CH:35]([CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])/[CH:34]=[CH:33]/[CH:32]=[CH:31]/[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:17](=[O:16])[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 14582854methyl delta-oxo-2-[5-[(tetrahydro-2H-pyran-2-yl)oxyl]-1E,3E-tridecadienyl]benzenepentanoateHCID 22180045THF tetrahydrofurane

생성물 1

HCID 14798470methyl 2-(5-hydroxy-1E,3E,-tridecandienyl)-delta-oxobenzenpentanoate수율 60.9%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To 1 ml of a 3:1:1 solution of acetic acid, water, and tetrahydrofuran THF) was added 20mg (0.041 mmol) of the titled product of Example 10 and the reaction mixture was allowed to stir 16 hr. After this time, some insoluble oil was still present and approximately 50μl of THF was added to the reaction mixture and it was stirred for an additional 2 hours. The volatile components were removed in vacuo and the residue was flash chromatographed. Elution with 1:1 diethylether-hexane produced b 10 mg of the desired product.

후처리

  1. stirringwas stirred for an additional 2 hours
  2. customThe volatile components were removed in vacuo
  3. customchromatographed
  4. washElution with 1:1 diethylether-hexane

출처 및 근거

ORD 기록
ord-0db8553fa8ee49129d4aca936b19c16f
출처 데이터셋
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04970234

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