HCID 12128809, 화합물 → 2,5-Dibromo-3,4-dihydro-1(2H)-naphthalenone

HRID 2308205노트

반응식

HRID 2308205 반응식
[Br:1][C:2]1(Br)[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[Br:12])[C:3]1=[O:13]>O>[Br:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[Br:12])[C:3]1=[O:13]

참가 물질

3

반응물 1

HCID 12128809HCID 12128809, 화합물

생성물 1

HCID 121288082,5-Dibromo-3,4-dihydro-1(2H)-naphthalenone수율 98.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A clear yellow solution of 5-bromo-3,4-dihydro-1(2H)-naphthalenone (12.09 g, 53.7 mmol) in freshly opened Et2O (220 mL) under an N2 atmosphere was chilled to −5° C. HCl was bubbled in subsurface for 1 min, causing no visible change. The dropwise addition of a solution of Br2 (8.58 g, 53.7 mmol) in CH2Cl2 (20 mL) and Et2O (2 mL) to the vigorously stirring solution of 5-bromo-3,4-dihydro-1(2H)-naphthalenone over 2 h (each drop was allowed to fully decolorize before adding the next) produced a product mixture that assayed by HPLC. Peak area showed 79.4% title compound, 9.5% unreacted 5-bromo-3,4-dihydro-1(2H)-naphthalenone, 0.6% unidentified, and 9.4% 2,2,5-tribromo-1-tetralone. The addition of H2O produced a top light brown organic phase, and a clear, colorless bottom aqueous phase which was separated. After drying with MgSO4, the organic layer was concentrated under vacuum at room temperature to give the crude intermediate title compound as a light brown oil (16.08 g, 98.5%).

후처리

  1. customproduced a top light brown organic phase
  2. customa clear, colorless bottom aqueous phase which was separated
  3. dry with materialAfter drying with MgSO4
  4. concentrationthe organic layer was concentrated under vacuum at room temperature

출처 및 근거

ORD 기록
ord-801edc6120d447d8b22eee3494dec036
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06835733B2

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