Formaldehyde → 8-Bromo-6-methoxy-1,2,3,4-tetrahydroisoquinoline

HRID 2069080노트

반응식

HRID 2069080 반응식
[CH2:1]=O.[Br:3][C:4]1[CH:5]=[C:6]([CH2:12][CH2:13][NH2:14])[CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1>C(O)=O>[Br:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]2[C:5]=1[CH2:1][NH:14][CH2:13][CH2:12]2

참가 물질

4

반응물 2

HCID 712FormaldehydeHCID 106094762-(3-Bromo-5-methoxyphenyl)ethan-1-amine

생성물 1

HCID 674039748-Bromo-6-methoxy-1,2,3,4-tetrahydroisoquinoline수율 98.6%

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

Paraformaldehyde (660 mg; WAKO) was added to a formic acid (50 mL) solution of Intermediate 4 (4.33 g) at 50° C. and the resulting mixture was stirred as it was for 13 hours and 30 minutes. The solvent was evaporated under reduced pressure followed by the addition of dichloromethane (100 mL) and 1 N aqueous sodium hydroxide solution (100 mL) to extract the reaction mixture, and the aqueous layer was further extracted with dichloromethane. The organic layer was combined and dried and then the solvent was evaporated under reduced pressure to give the title compound (4.49 g).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additionfollowed by the addition of dichloromethane (100 mL) and 1 N aqueous sodium hydroxide solution (100 mL)
  3. extractionto extract the reaction mixture
  4. extractionthe aqueous layer was further extracted with dichloromethane
  5. customdried
  6. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-88af82d9e2cd46acbb4abb1ae1e5760e
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299055B2

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