Acetic Acid → Benzhydryl 12-hydroxydodecanoate

HRID 274900

반응식

HRID 274900 반응식
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].[C:16]1([C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N+]=[N-])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)(=O)C>C(OCC)(=O)C.O>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH:22]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:14]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 612301,1'-(Diazomethylene)bis(benzene)2회HCID 7903412-Hydroxydodecanoic Acid

생성물 1

HCID 14772451Benzhydryl 12-hydroxydodecanoate수율 68.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

4.32 g of 12-hydroxydodecanoic acid were dissolved in 200 ml of ethyl acetate and 30 ml of water, and 5.5 g of diphenyldiazomethane were added to the resulting solution, which was then stirred at room temperature overnight. At the end of this time, about 10 ml of acetic acid was added to the resulting mixture to decompose the excess diphenyldiazomethane, after which the mixture was washed with 100 ml of water and the organic layer was separated. The organic layer was then washed twice, each time with 100 ml of a 5% w/v aqueous solution of sodium bicarbonate and with a saturated aqueous solution of sodium chloride. The washed organic layer was then dried over anhydrous magnesium sulfate and the solvent was removed by evaporation under reduced pressure, to afford 9.2 g of a thickly viscous yellow oily residue. This residue was purified by silica gel column chromatography using cyclohexane containing 10% by volume ethyl acetate as eluent, to afford 5.2 g of benzhydryl 12-hydroxydodecanoate as a thickly viscous pale yellow oily substance.

후처리

  1. washafter which the mixture was washed with 100 ml of water
  2. customthe organic layer was separated
  3. washThe organic layer was then washed twice
  4. dry with materialThe washed organic layer was then dried over anhydrous magnesium sulfate
  5. customthe solvent was removed by evaporation under reduced pressure
  6. customto afford 9.2 g of a thickly viscous yellow oily residue
  7. customThis residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-b5ef3b3ada434371971110c6c76d4485
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391564

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