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

HRID 1486719노트

반응식

HRID 1486719 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 23750934-chloro-N-(3-formylphenyl)benzamide수율 84.4%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28858d8056d84303a39405a7c84109d8
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428456B2

반응 노트

불러오는 중…