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Palmitic Acid → 3-Dodecyl-5-isoxazole carboxylic acid

HRID 1756959
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HRID 1756959 반응식
[C:1]([OH:18])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[Na].Cl.[NH2:21][OH:22]>C(O)(=O)C.O>[CH2:5]([C:4]1[CH:3]=[C:2]([C:1]([OH:18])=[O:17])[O:22][N:21]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 985Palmitic AcidHCID 443297Hydroxyamine hydrochlorideHCID 5360545Sodium

생성물 1

HCID 106842363-Dodecyl-5-isoxazole carboxylic acid

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To a stirred, warm (55° C.) solution of hexadecanoic acid, 2,4-dioxo, ethyl ester, monosodium salt (15.50 g, 0.046 mol) in glacial acetic acid (125 mL) was added dropwise a solution of hydroxylamine hydrochloride (6.45 g, 0.093 mol) in water (32 mL) over 10 minutes, and the mixture was stirred at 60° C. for 25 hours. The mixture was allowed to cool and partitioned between H2O (250 mL) and chloroform (400 mL). The organic layer was washed (saturated NaCl), dried (MgSO4), and rotoevaporated. The residue was dissolved (toluene), rotoevaporated, and the solid recrystallized from toluene to give a white solid, yield 5.62 g (43%), mp 119°-122° C.

후처리

  1. temperatureto cool
  2. custompartitioned between H2O (250 mL) and chloroform (400 mL)
  3. washThe organic layer was washed (saturated NaCl)
  4. dry with materialdried (MgSO4)
  5. dissolutionThe residue was dissolved (toluene)
  6. customthe solid recrystallized from toluene
  7. customto give a white solid, yield 5.62 g (43%), mp 119°-122° C.

출처 및 근거

ORD 기록
ord-975a1fb9509a464aa10c7e1fe59f83c4
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05441975

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