Dichloromethane → 1,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline

HRID 597204ノート

反応式

HRID 597204 の反応式
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].Cl.[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH2:14][NH:13][CH2:12][CH2:11]2.C(=O)([O-])[O-].[K+].[K+].C(Cl)Cl>O>[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH2:14][N:13]([C:1](=[O:4])[CH2:2][CH3:3])[CH2:12][CH2:11]2

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 62324Propionyl chlorideHCID 241893971,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-isoquinoline-hydrochloride

生成物 1

HCID 214470131,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline収率 69.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

55.5 g of propionyl chloride are added dropwise at room temperature over a period of one hour to a mixture of 86.3 g of 1,2,3,4-tetrahydro-6-hydroxy-7-methoxy-isoquinoline-hydrochloride, 138,2 g of potassium carbonate, 600 ml of methylene chloride, and 480 ml of water. The mixture is stirred for an additional 18 hours, the organic phase is separated, and the aqueous phase is extracted twice with methylene chloride. The methylene chloride extracts are dried and evaporated. 65.8 g of 1,2,3,4-tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline are obtained. m.p. = 116° - 118° C. (ethyl acetate - diisopropyl ether).

後処理

  1. customthe organic phase is separated
  2. extractionthe aqueous phase is extracted twice with methylene chloride
  3. dry with materialThe methylene chloride extracts are dried
  4. customevaporated

出典と根拠

ORDレコード
ord-ddd7d265e0c144028128f0ea2938ee32
出典データセット
uspto-grants-1977_03
特許番号
US04013663

反応ノート

読み込み中…