(+-)-Methionine → [2-(3-Hydroxybenzyl)cyclohexyl]methyl acetate

HRID 2389376노트

반응식

HRID 2389376 반응식
[C:1]([O:4][CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19]C)[CH:14]=1)(=[O:3])[CH3:2].NC(C(O)=O)CCSC.CS(O)(=O)=O.C(OCC)C>O>[C:1]([O:4][CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 876(+-)-MethionineHCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 68535645[2-(3-Methoxybenzyl)cyclohexyl]methyl acetate

생성물 1

HCID 68537998[2-(3-Hydroxybenzyl)cyclohexyl]methyl acetate수율 67%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The reaction mixture of [2-(3-methoxybenzyl)cyclohexyl]methyl acetate (66 mg), DL-methionine (357 mg), and methanesulfonic acid (1.55 mL) was stirred at ambient temperature for 18 hours. To the reaction mixture was added diethylether and water. The reaction mixture was stirred. The organic layer was washed with water, brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The mixture was purified by silica gel column chromatography (n-hexane:EtOAc=5:1) to afford [2-(3-hydroxybenzyl)cyclohexyl]methyl acetate (42 mg) as colorless oil.

후처리

  1. stirringThe reaction mixture was stirred
  2. washThe organic layer was washed with water, brine
  3. dry with materialdried over anhydrous MgSO4
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe mixture was purified by silica gel column chromatography (n-hexane:EtOAc=5:1)

출처 및 근거

ORD 기록
ord-9af4b825641a4a7fb558a18e9baf2074
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273745B2

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