Hydrochloric Acid → 4-chloro-N-(3-formylphenyl)benzamide

HRID 1486719ノート

反応式

HRID 1486719 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]3OCC[O:16]3)[CH:10]=2)=[O:7])=[CH:4][CH:3]=1.Cl>O1CCOCC1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]=[O:16])[CH:10]=2)=[O:7])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 867065474-Chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamide

生成物 1

HCID 23750934-chloro-N-(3-formylphenyl)benzamide収率 84.4%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of 4-chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamide (14.33 g, 47.2 mmol) in 1,4-dioxane (120 mL) is treated with 1N aq. HCl (120 mL) at RT for 1 h then at 60° C. for 30 min. The reaction mixture is cooled down to RT and diluted with ethyl acetate (100 mL). The organic phase is separated and the aqueous phase is extracted twice with ethyl acetate (100 mL). The combined organic phases are washed with brine (200 mL) and dried over MgSO4. After evaporation of the organic solvents the residue is triturated with diethyl ether to give the title compound (10.34 g, 84%) as a beige powder; LC-MS B: tR=0.83 min; [M+H]+=259.82.

後処理

  1. customThe organic phase is separated
  2. extractionthe aqueous phase is extracted twice with ethyl acetate (100 mL)
  3. washThe combined organic phases are washed with brine (200 mL)
  4. dry with materialdried over MgSO4
  5. customAfter evaporation of the organic solvents the residue
  6. customis triturated with diethyl ether

出典と根拠

ORDレコード
ord-28858d8056d84303a39405a7c84109d8
出典データセット
uspto-grants-2016_08
特許番号
US09428456B2

反応ノート

読み込み中…