Ethyl diazoacetate → (2-Phenoxy)ethoxyacetic Acid Ethyl Ester

HRID 2053611

反応式

HRID 2053611 の反応式
[O:1]([CH2:8][CH2:9][OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N-]>ClCCl.CCCCCCC.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.[Rh].[Rh]>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][O:10][CH2:9][CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:18]

参加物

6

反応物 2

HCID 12192Ethyl diazoacetateHCID 31236Phenoxyethanol

生成物 1

HCID 33787264(2-Phenoxy)ethoxyacetic Acid Ethyl Ester収率 82.8%

試薬・触媒・溶媒 3

HCID 423677Acetic acid, rhodium salt (4:2)触媒HCID 6344Dichloromethane溶媒HCID 8900Heptane溶媒

実験手順

To a solution of 2-phenoxyethan-1-ol (1.5 mL, 12.7 mmol) in dichloromethane (50 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (1.1 mL, 10.5 mmol). The reaction mixture is stirred at rt overnight. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue vacuum distilled to give 1.95 g of the product 440. 1H NMR (CDCl3) δ 7.40-7.25 (m, 2H), 7.10-6.90 (m, 3H), 4.30-4.15 (m, 5H), 4.15-4.05 (m, 1H), 4.05-3.90 (s, 2H), 1.28 (t, 3H)

後処理

  1. filtrationfiltered
  2. customThe filtrate is evaporated
  3. distillationthe residue vacuum distilled

出典と根拠

ORDレコード
ord-d6f55f5ffb6a416888dd3964d6aa3c44
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

関連ノート

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