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Sulfuric Acid → (4S)-4-hydroxy-2-nonynal

HRID 973338
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HRID 973338 반응식
C([O:3][CH:4](OCC)[C:5]#[C:6][C@@H:7]([O:13]C1CCCCO1)[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])C.O1CCCC1.S(=O)(=O)(O)O>O>[OH:13][C@@H:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:6]#[C:5][CH:4]=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 8028TetrahydrofuranHCID 68121838(4S)-1,1-diethoxy-4-(2-tetrahydropyranyloxy)-2-nonyne

생성물 1

HCID 86735171(4S)-4-hydroxy-2-nonynal

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of (4S)-1,1-diethoxy-4-(2-tetrahydropyranyloxy)-2-nonyne (96.0 g., 0.31 mole), tetrahydrofuran (500 ml.), and 30% aqueous sulfuric acid (100 ml.) is stirred at room temperature for 17 hours. The solution is diluted with water and the oily product is extracted with ether. The ether extract is washed with sodium bicarbonate solution and water and dried over sodium sulfate. Evaporation of the ether leaves (4S)-4-hydroxy-2-nonynal as a colorless residual oil which is used in the following step without further purification.

후처리

  1. extractionthe oily product is extracted with ether
  2. extractionThe ether extract
  3. washis washed with sodium bicarbonate solution and water
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the ether

출처 및 근거

ORD 기록
ord-5ec0650efd8c43c8a75b3564ee94104e
출처 데이터셋
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04055597

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