Ethyl diazoacetate → Ethyl 2-(cyclopropylmethoxy)acetate

HRID 2053618

反応式

HRID 2053618 の反応式
[CH:1]1([CH2:4][OH:5])[CH2:3][CH2:2]1.[N+](=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N-]>ClCCl.CCCCCCC.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.[Rh].[Rh]>[CH2:12]([O:11][C:9](=[O:10])[CH2:8][O:5][CH2:4][CH:1]1[CH2:3][CH2:2]1)[CH3:13]

参加物

6

反応物 2

HCID 12192Ethyl diazoacetateHCID 75644Cyclopropanemethanol

生成物 1

HCID 43119684Ethyl 2-(cyclopropylmethoxy)acetate収率 85.7%

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 cyclopropylmethanol (720 mg, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt for 5 min. The reaction mixture is diluted with heptane, filtered through celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.22 g of the product 462. 1H NMR (CDCl3) δ 4.2 (q, 2H), 4.09 (s, 2H), 3.37 (d, 2H), 1.27 (t, 3H), 1.09 (m, 1H), 0.2t6-0.51 (m, 2H), 0.25-0.2 (m, 2H); MS: m/z 191 (M+)

後処理

  1. filtrationfiltered through celite
  2. customthe filtrate is evaporated
  3. distillationdistilled at 150° C.

出典と根拠

ORDレコード
ord-0c63c443ff8a4e19a9d0b0a75f46c3bb
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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