Benzoyl Peroxide → 2-(Bromomethyl)anthracene

HRID 1729463ノート

反応式

HRID 1729463 の反応式
[CH3:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.[Br:16]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 119362-MethylanthraceneHCID 67184N-bromobutanimide

生成物 1

HCID 190129612-(Bromomethyl)anthracene収率 109.2%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

2-Methylanthracene (5.00 g, 26.25 mmol, 1 eq), N-bromosuccinimide (4.70 g, 26.25 mmol, 1 eq), benzoyl peroxide (1.0 g) and carbon tetrachloride (250 mL) were mixed and refluxed for 6 hours. The mixture was cooled to room temperature, and the succinimide precipitate filtered. The filtrate was evaporated to dryness and the residue taken up in ethyl acetate (250 mL) and washed with 1 N NaOH (3×200 mL). The organic layer was dried (MgSO4) and the solvent removed in vacuo to yield 7.77 g of a light brown solid which was used without purification in the next step. NMR (DMSO-d6): δ 4.90 (s, 2H, CH2Br). ##STR55##

後処理

  1. temperaturerefluxed for 6 hours
  2. filtrationthe succinimide precipitate filtered
  3. customThe filtrate was evaporated to dryness
  4. washwashed with 1 N NaOH (3×200 mL)
  5. dry with materialThe organic layer was dried (MgSO4)
  6. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-28301d9a26ca4e53a6cc789a50c1282d
出典データセット
uspto-grants-1994_07
特許番号
US05332820

反応ノート

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