Ethyl Acetate → 2-Methyl-beta-octadecyl-1,3-dioxolan-2-propanol

HRID 235707

반응식

HRID 235707 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1([CH2:13][CH:14]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:15](OCC)=[O:16])[O:12][CH2:11][CH2:10][O:9]1.C(OCC)(=O)C.[OH-].[Na+]>CCOCC.O>[CH3:7][C:8]1([CH2:13][CH:14]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:15][OH:16])[O:9][CH2:10][CH2:11][O:12]1

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 867412692-Methyl-alpha-octadecyl-1,3-dioxolan-2-propanoic acid, ethyl ester

생성물 1

HCID 202189492-Methyl-beta-octadecyl-1,3-dioxolan-2-propanol수율 91.9%

시약·촉매·용매 2

HCID 962Water용매2회HCID 3283Diethyl Ether용매2회

실험 절차

To a suspension of about 3.75 g of lithium aluminum hydride in about 100 ml of ether at about 0° C., was added dropwise, under argon, over about 20 minutes, a solution of about 29 g of 2-methyl-α-octadecyl-1,3-dioxolan-2-propanoic acid, ethyl ester in about 200 ml of ether. This mixture was stirred about 40 minutes at room temperature, then about 15 ml of ethyl acetate were added dropwise, followed by about 1.5 ml of water, about 3 ml of about 15% sodium hydroxide and about 4 ml of water. The mixture was then filtered through celite and the solid washed with ether. The solvent was removed from the filtrate, giving an oil which crystallized on standing, giving about 24.1 g of the desired title compound, mp 34°-35° C.

후처리

  1. additionwas added dropwise, under argon, over about 20 minutes
  2. filtrationThe mixture was then filtered through celite
  3. washthe solid washed with ether
  4. customThe solvent was removed from the filtrate
  5. customgiving an oil which
  6. customcrystallized

출처 및 근거

ORD 기록
ord-f937a14c4e2644b1b6c42cf2ce43211b
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640913

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