Ammonium thiocyanate → HCID 22574114, 화합물

HRID 23410

반응식

HRID 23410 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1.[S-:12][C:13]#[N:14].[NH4+]>CO.O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([S:12][C:13]#[N:14])=[CH:8][NH:9]2)=[CH:5][CH:4]=1

참가 물질

5

반응물 2

HCID 15666Ammonium thiocyanateHCID 766596-Methoxy-1H-indole

생성물 1

HCID 22574114HCID 22574114, 화합물수율 29%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

Using the procedure described in Tetrahedron Letters 40 (1999), 1195-1196, 6-methoxy-1H-indole (1.0 g, 6.8 mmole) and ammonium thiocyanate (0.621 g, 8.1 mmole) were dissolved in methanol (35 ml) and treated with ceric ammonium nitrate (8.56 g, 15.6 mmole)in methanol (175 ml) at room temperature. The reaction mixture was stirred for 15 m and then diluted with water (700 ml) and extracted with methylene chloride (4×125 ml). The combined organic extracts were dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by column chromatography (silica gel) using ethyl acetate:hexane (1:9) as the eluting solvent to afford 6-methoxy-3-thiocyanato-1H-indole (0.40 g 29% yield).

후처리

  1. extractionextracted with methylene chloride (4×125 ml)
  2. dry with materialThe combined organic extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customThe residue was purified by column chromatography (silica gel)

출처 및 근거

ORD 기록
ord-debb577357664b9e99297c30e47c2861
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

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