Phosphorus oxychloride → 6-Methoxy-1-thiophen-2-yl-3,4-dihydroisoquinoline

HRID 397050ノート

反応式

HRID 397050 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11][C:12]([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=O)[CH:6]=[CH:7][CH:8]=1.P(Cl)(Cl)(Cl)=O>N>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:7][CH:8]=1)[C:12]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)=[N:11][CH2:10][CH2:9]2

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 47222443Thiophene-2-carboxylic acid [2-(3-methoxyphenyl)ethyl]amide

生成物 1

HCID 108002866-Methoxy-1-thiophen-2-yl-3,4-dihydroisoquinoline収率 110.1%

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒

実験手順

A solution of thiophene-2-carboxylic acid [2-(3-methoxyphenyl)ethyl]amide (1.480 g, 5.66 mmol) in phosphorous oxychloride (10 ml, 107.3 mmol) was refluxed under N2 for 24 hr. The cooled reaction mixture was then slowly added to ice-water (50 ml) with stirring and basified to pH 10 with concentrated ammonia (60 ml). This was extracted with CHCl3 (4×25 ml) and the combined extracts were dried over MgSO4 then concentrated in vacuo to give 1.517 g (96% yield) of yellow oil.

後処理

  1. customThe cooled reaction mixture
  2. extractionThis was extracted with CHCl3 (4×25 ml)
  3. dry with materialthe combined extracts were dried over MgSO4
  4. concentrationthen concentrated in vacuo

出典と根拠

ORDレコード
ord-3b28af962a7d4730aa1a8d1a027f786b
出典データセット
uspto-grants-2003_08
特許番号
US06608203B2

反応ノート

読み込み中…