Benzyl Alcohol → Ethyl 2-(benzyloxy)acetate

HRID 18802

반응식

HRID 18802 반응식
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N-]>ClCCl.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.[Rh].[Rh]>[CH2:15]([O:14][C:12](=[O:13])[CH2:11][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:16]

참가 물질

5

반응물 2

HCID 244Benzyl AlcoholHCID 12192Ethyl diazoacetate

생성물 1

HCID 290299Ethyl 2-(benzyloxy)acetate수율 93.2%

시약·촉매·용매 2

HCID 423677Acetic acid, rhodium salt (4:2)촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of benzyl alcohol (1.04 mL, 10.0 mmol) in dichloromethane (30 mL) is added rhodium (II) acetate dimer (40 mg) followed by ethyl diazoacetate (1.14 g, 10.0 mmol). The reaction mixture is stirred at RT for 20 min. The reaction mixture is rotary evaporated, and the residue is vacuum distilled at 110° C. to give 1.81 g of the product 390. 1H NMR (CDCl3) δ 7.4-7.26 (m, 5H), 4.65 (s, 2H), 4.23 (q, 2H), 4.10 (s, 2H), 1.30 (t, 3H).

후처리

  1. distillationdistilled at 110° C.

출처 및 근거

ORD 기록
ord-8049abc59b7d4bb6ae237a480e07cebf
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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