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Boron tribromide → Ethyl 3-(bromomethyl)phenoxyacetate

HRID 1741376
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HRID 1741376 반응식
O[CH2:2][C:3]1[CH:4]=[C:5]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)[Br:17]>ClCCl>[Br:17][CH2:2][C:3]1[CH:4]=[C:5]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 18367402Ethyl [3-(hydroxymethyl)phenoxy]acetate

생성물 1

HCID 11459982Ethyl 3-(bromomethyl)phenoxyacetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-hydroxymethyl-1-ethoxycarbonylmethoxybenzene (1 g) in dichloromethane (10 ml) was added BBr3 (0.45 ml). After 1 hour, the solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate. The organic layer was washed with NaHCO3 and brine. The dried solvent was evaporated in vacuo to give 3-bromomethyl-1-ethoxycarbonylmethoxybenzene (0.76 g). NMR (CDCl3, δ): 1.29 (3H, t, J=7 Hz), 4.24 (2H, d, J=7 Hz), 4.61 (2H, s), 5.00 (1H, d, J=3.0 Hz), 5.05 (1H, d, J=3.0 Hz), 6.7-7.1 (3H, m), 7.2-7.3 (1H, m)

후처리

  1. customthe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe organic layer was washed with NaHCO3 and brine
  4. customThe dried solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-93b1b64c9a5a44ce8317c9d9c79cee76
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05972965

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