Boron trifluoride etherate → 7-Allylindoline

HRID 979817노트

반응식

HRID 979817 반응식
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)C=C.[CH2:13]1[C:22]2C(=CC=CC=2)CC[CH2:14]1.B(F)(F)F.CCOCC>>[CH2:22]([C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[NH:4][CH2:5][CH2:6]2)[CH:13]=[CH2:14]

참가 물질

4

반응물 3

HCID 8000Boron trifluoride etherateHCID 8404TetralinHCID 132646611-(Prop-2-en-1-yl)-2,3-dihydro-1H-indole

생성물 1

HCID 157235607-Allylindoline수율 77%

반응 조건

온도
200 °C

실험 절차

A mixture of 2,3-dihydro-1-(2-propenyl)-1H-indole (1.59 g), tetralin (25 ml) and borontrifluoride etherate (1.3 ml) was heated at 200° C. for 1.5 hours. The reaction mixture was cooled to room temperature then quenched with 10% sodium carbonate and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried and evaporated. The residue was chromatographed over silica (ethyl acetate-hexane 15:85) affording 1.23 g of the desired product (77% yield).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthen quenched with 10% sodium carbonate
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with brine
  6. customdried
  7. customevaporated
  8. customThe residue was chromatographed over silica (ethyl acetate-hexane 15:85)

출처 및 근거

ORD 기록
ord-69154a66a0a648f48a296095e35e984a
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04634705

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