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N-bromobutanimide → 3-Bromomethyl-5-methyl-benzaldehyde

HRID 426172
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HRID 426172 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([CH3:18])[CH:17]=1)[CH2:5][O:6]C(=O)C1C=CC=CC=1.C1C(=O)N([Br:26])C(=O)C1>C(Cl)(Cl)(Cl)Cl.[W]>[Br:26][CH2:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([CH3:18])[CH:17]=1)[CH:5]=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 13146856Benzoic acid 3,5-dimethyl-benzyl ester

생성물 1

HCID 591847343-Bromomethyl-5-methyl-benzaldehyde수율 98.7%

시약·촉매·용매 2

HCID 23964Tungsten촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of benzoic acid 3,5-dimethyl-benzyl ester (24 g, 0.1M) and NBS (39.16 g, 0.22M) in carbon tetrachloride (200 ml) was refluxed for 3 hr. under a light of 500 W tungsten lamp. After cooling to room temperature, the mixture was filtered and the filtrate was evaporated in vacuo. The residue was dissolved in ether, washed with aqueous saturated sodium bicarbonate solution, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give 21 g of crude 3-bromomethyl-5-methyl-benzaldehyde.

후처리

  1. temperaturewas refluxed for 3 hr
  2. filtrationthe mixture was filtered
  3. customthe filtrate was evaporated in vacuo
  4. dissolutionThe residue was dissolved in ether
  5. washwashed with aqueous saturated sodium bicarbonate solution
  6. dry with materialdried with anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-4617f54282e44353853d4fc876310e6e
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08106064B2

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