Oxalyl chloride → 6-Bromo-2-naphthoyl chloride

HRID 55752

反応式

HRID 55752 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=O)[CH:6]=[CH:5]2.C(Cl)(=O)C([Cl:18])=O>ClCCl.CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([Cl:18])=[O:14])[CH:6]=[CH:5]2

参加物

5

反応物 2

HCID 65578Oxalyl chlorideHCID 45498526-Bromo-2-naphthalenecarboxylic acid

生成物 1

HCID 218796066-Bromo-2-naphthoyl chloride収率 100.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

6-bromo-2-naphthoic acid (72.3 g, 282 mmol, 1.0 equiv.) was suspended in dichloromethane (600 mL) and DMF (catalytic, 5 drops) was added. Oxalylchloride (71.6 g, 564 mmol, 2.0 equiv.) was added portion wise during 1 hour. The reaction mixture was stirred overnight with a CaCl2 drying tube mouthed on the flask. Complete dissolution occurred. The reaction mixture was concentrated, dichloromethane (100 mL) was added and the solvent was evaporated again, yielding 6-bromo-2-naphthoyl chloride (76.1 g, 100%) as an oil which was used as such in next step.

後処理

  1. dissolutionComplete dissolution
  2. concentrationThe reaction mixture was concentrated
  3. additiondichloromethane (100 mL) was added
  4. customthe solvent was evaporated again

出典と根拠

ORDレコード
ord-8e890819485b476c9aa40cc3b93e3f03
出典データセット
uspto-grants-2016_09
特許番号
US09433609B2

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