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P-Cresol → Methyl (p-tolyloxy)acetate

HRID 2170624
ノート
印刷プレビュー

反応式

HRID 2170624 の反応式
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:16][C:17]([O:19][CH3:20])=[O:18]>CN(C=O)C>[C:3]1([CH3:8])[CH:4]=[CH:5][C:6]([O:7][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[CH:1][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 2879P-CresolHCID 10796Cesium carbonateHCID 60984Methyl bromoacetate

生成物 1

HCID 601946Methyl (p-tolyloxy)acetate収率 90.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of p-cresol (2 mL, 19.1 mmol) in anhydrous DMF (50 mL) were added Cs2CO3 (8.1 g, 24.9 mmol) and methyl bromoacetate (1.9 mL, 20.1 mmol). The suspension was stirred at room temperature for 3 h. After dilution with ethyl acetate, the reaction mixture was washed with a 0.5 N HCl solution, a saturated solution of NaHCO3, and brine, dried on MgSO4, and concentrated. The resulting oil was purified by chromatography on silica gel (Hexane/ethyl acetate 8/2) to afford the title compound as a colorless oil (3.10 g, 90%).

後処理

  1. washAfter dilution with ethyl acetate, the reaction mixture was washed with a 0.5 N HCl solution
  2. dry with materiala saturated solution of NaHCO3, and brine, dried on MgSO4
  3. concentrationconcentrated
  4. customThe resulting oil was purified by chromatography on silica gel (Hexane/ethyl acetate 8/2)

出典と根拠

ORDレコード
ord-9ea61e8b2b854397a161c8d1f54b162f
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051265B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート