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Trifluoroacetic acid → 4-Ethyl-2,4-hexadien-1-yl carbamate

HRID 2396892
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HRID 2396892 반응식
[CH2:1](/[C:3](=[CH:8]\[CH3:9])/[CH:4]=[CH:5]/[CH2:6][OH:7])[CH3:2].[O-:10][C:11]#[N:12].[Na+].FC(F)(F)C(O)=O>C1C=CC=CC=1>[C:11](=[O:10])([O:7][CH2:6][CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH3:9])[NH2:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 517096Sodium CyanateHCID 86749292(E,E)-4-ethyl-2,4-hexadien-1-ol

생성물 1

HCID 540257994-Ethyl-2,4-hexadien-1-yl carbamate수율 49.7%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a mixture of (E,E)-4-ethyl-2,4-hexadien-1-ol (3.0 g), sodium cyanate (3.1 g), and benzene (15 ml) at room temperature was added dropwise trifluoroacetic acid (5.42 g) during 1 hour. After being stirred for 2 hours at the same temperature, the reaction mixture was partitioned between water and ethyl acetate. The organic layer separated was washed with aqueous sodium bicarbonate, water and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel (1% methanol-dichloromethane) to give 2.0 g of 4-ethyl-2,4-hexadien-1-yl carbamate.

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후처리

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. customThe organic layer separated
  3. washwas washed with aqueous sodium bicarbonate, water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was chromatographed on silica gel (1% methanol-dichloromethane)

출처 및 근거

ORD 기록
ord-ebb38c1fdefb4018a8f43d8101e4d402
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05495023

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