Oxalyl chloride → 6-Bromo-2-naphthoyl chloride

HRID 55752

반응식

HRID 55752 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 218796066-Bromo-2-naphthoyl chloride수율 100.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8e890819485b476c9aa40cc3b93e3f03
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09433609B2

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