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

HRID 1722340
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HRID 1722340 반응식
C(O)(=O)C.O.[O:6]=[C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[CH:25]([O:34]C1CCCCO1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]>O1CCCC1>[OH:34][CH:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])/[CH:24]=[CH:23]/[CH:22]=[CH:21]/[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:7](=[O:6])[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 1ml 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 10mg 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-ce5c83b9f7f24f73b4ea82e131cf17dc
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04855324

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