Formaldehyde → 1-(7-chloro-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone

HRID 1879645노트

반응식

HRID 1879645 반응식
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][NH:15][C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])=[CH:9][CH:8]=1.[CH2:22]=O>C(O)(=O)C>[Cl:6][C:7]1[CH:8]=[C:9]2[C:10]([CH2:13][CH2:14][N:15]([C:16](=[O:21])[C:17]([F:19])([F:20])[F:18])[CH2:22]2)=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 22292794n-Trifluoroacetyl-4-chlorophenethylamine

생성물 1

HCID 574437351-(7-chloro-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone수율 92.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a mixture of concentrated sulfuric acid (40 mL) and acetic acid (60 mL), N-[2-(4-chlorophenyl)ethyl]-2,2,2-trifluoroacetamide (14.2 g) and paraformaldehyde (2.79 g) were added sequentially and stirred overnight under an argon atmosphere. The reaction mixture was added to ice-cold water, extracted with ethyl acetate, and then washed with saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to give 7-chloro-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline (13.7 g) as a light-yellow solid.

후처리

  1. additionwere added sequentially
  2. additionThe reaction mixture was added to ice-cold water
  3. extractionextracted with ethyl acetate
  4. washwashed with saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-698ca425df4646fd8c3dc5e5e33ddc99
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318702B2

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