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

HRID 1008525

반응식

HRID 1008525 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-28f0ba20540e439dbbefb1ca309d4fce
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06797710B2

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