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

HRID 2389376ノート

反応式

HRID 2389376 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9af4b825641a4a7fb558a18e9baf2074
出典データセット
uspto-grants-2012_09
特許番号
US08273745B2

反応ノート

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