Triethylamine → 7-methoxy-3,4-dihydro-1H-isoquinoline-2-sulfonyl chloride

HRID 1008525

反応式

HRID 1008525 の反応式
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].Cl.[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][NH:15][CH2:16]2)=[CH:11][CH:10]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][N:15]([S:1]([Cl:5])(=[O:3])=[O:2])[CH2:16]2)=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 24648Sulfuryl chlorideHCID 27521977-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

生成物 1

HCID 226656767-methoxy-3,4-dihydro-1H-isoquinoline-2-sulfonyl chloride

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To a stirred, precooled solution (−40° C.) of 0.41 mL of sulfuryl chloride in 10 mL of chloroform was added a mixture of 1.0 g of 7-methoxy-1,2,3,4-tetrahydro-isoquinoline-hydrochloride and 2.1 mL of triethylamine in 25 mL of chloroform at −40° C. Stirring was continued at −30° C. for one hour and additionally at 5° C. for one hour. The mixture was poured on ice, the organic layer extracted with cold water, dried (sodium sulfate) and concentrated. The residue was redissolved in diethyl ether and chromatographed on silica gel (isohexane/ethyl acetate=8/2 v/v) yielding 0.62 g of 7-methoxy-3,4-dihydro-1H-isoquinoline-2-sulfonyl chloride as an oil.

後処理

  1. additionThe mixture was poured on ice
  2. extractionthe organic layer extracted with cold water
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated
  5. dissolutionThe residue was redissolved in diethyl ether
  6. customchromatographed on silica gel (isohexane/ethyl acetate=8/2 v/v)

出典と根拠

ORDレコード
ord-28f0ba20540e439dbbefb1ca309d4fce
出典データセット
uspto-grants-2004_09
特許番号
US06797710B2

関連ノート

読み込み中…