4-Bromo-1,2-dichlorobenzene → 1-(3,4-Dichlorophenyl)-2-methoxyethanone

HRID 2279501

反応式

HRID 2279501 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([Cl:9])[CH:3]=1.[Li]CCCC.CON(C)[C:18](=[O:22])[CH2:19][O:20][CH3:21]>CCOCC>[Cl:9][C:4]1[CH:3]=[C:2]([C:18](=[O:22])[CH2:19][O:20][CH3:21])[CH:7]=[CH:6][C:5]=1[Cl:8]

参加物

5

反応物 3

HCID 290134-Bromo-1,2-dichlorobenzeneHCID 14872187N,2-dimethoxy-N-methylacetamideHCID 178418339Butyllithium

生成物 1

HCID 202556411-(3,4-Dichlorophenyl)-2-methoxyethanone収率 79%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of 4-bromo-1,2-dichlorobenzene (2.04 g, 9.01 mmol) and ether (5 mL) cooled to −78° C. was added as a steady stream n-BuLi (3.61 ml, 9.01 mmol) and the reaction was stirred for 10 min then cannulated into a solution of N,2-dimethoxy-N-methylacetamide (1.0 g, 7.51 mmol) and ether (10 mL) which was stirred for an additional 20 min. The reaction was quenched with water and extracted with EtOAc. The organic fractions were dried, filtered and concentrated. The crude product which was purified by SiO2 chromatography eluting with hexane/EtOAc (9:1) to afford 1.30 g (79.0%) of 1-(3,4-dichlorophenyl)-2-methoxyethanone as a white solid (192).

後処理

  1. stirringwas stirred for an additional 20 min
  2. customThe reaction was quenched with water
  3. extractionextracted with EtOAc
  4. customThe organic fractions were dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product which was purified by SiO2 chromatography
  8. washeluting with hexane/EtOAc (9:1)

出典と根拠

ORDレコード
ord-659f627637a14cbf883628fb6637c826
出典データセット
uspto-grants-2015_09
特許番号
US09133187B2

関連ノート

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