Indole → HCID 68004074, 화합물

HRID 1621269노트

반응식

HRID 1621269 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[C:10]([O:14][CH3:15])(=[O:13])[CH2:11][SH:12].II.[I-].[K+]>CO.O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([S:12][CH2:11][C:10]([O:14][CH3:15])=[O:13])=[CH:2]1

참가 물질

7

반응물 4

HCID 798IndoleHCID 807IodineHCID 4875Potassium IodideHCID 16907Methyl Thioglycolate

생성물 1

HCID 68004074HCID 68004074, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of indole (3.00 g, 25.6 mmol) and methyl thioglycolate (2.40 mL, 25.6 mmol) in methanol:water (80 mL:20 mL) was added iodine (6.50 g, 25.6 mmol) and potassium iodide (4.25 g, 25.6 mmol). The reaction mixture was stirred at ambient temperature for 60 hours. Methanol was removed in vacuo and the aqueous layer diluted with a saturated solution of sodium bicarbonate and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, evaporated in vacuo and the resulting residue was purified on a silica gel column (0-100% ethyl acetate:hexanes over 33 min) to afford the desired product. LCMS>99% at 254 nm, RT=1.29 min, m/z=222 (M+1).

후처리

  1. customMethanol was removed in vacuo
  2. additionthe aqueous layer diluted with a saturated solution of sodium bicarbonate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customevaporated in vacuo
  6. customthe resulting residue was purified on a silica gel column (0-100% ethyl acetate:hexanes over 33 min)

출처 및 근거

ORD 기록
ord-d09a43425dc143e8a1096a27ea59f413
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772509B2

반응 노트

불러오는 중…