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

HRID 2069080ノート

反応式

HRID 2069080 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-88af82d9e2cd46acbb4abb1ae1e5760e
出典データセット
uspto-grants-2012_10
特許番号
US08299055B2

反応ノート

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