Bromine → Eudistomin O

HRID 1168715노트

반응식

HRID 1168715 반응식
[CH:1]1[CH:2]=[CH:3][C:4]2[NH:13][C:12]3[CH:11]=[N:10][CH:9]=[CH:8][C:7]=3[C:5]=2[CH:6]=1.[Br:14]Br>O1CCCC1>[Br:14][C:2]1[CH:3]=[C:4]2[C:5]([C:7]3[CH:8]=[CH:9][N:10]=[CH:11][C:12]=3[NH:13]2)=[CH:6][CH:1]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 64961Beta-Carboline

생성물 1

HCID 145928Eudistomin O수율 65.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of norharmane (600 mg, 3.57 mmol) in tetrahydrofuran (THF; 50 ml) was treated with bromine (0.40 ml, 7.80 mmol) at RT while stirring. After stirring for 18 h at RT, the reaction was concentrated under reduced pressure and the resulting residue was sonicated in 10% aqueous Na2CO3 (100 ml). The product was filtered and washed with water to give 905 mg of crude product. The crude product was crystallized from xylenes to provide in two crops 580 mg of 7-bromo-β-carboline.

후처리

  1. stirringAfter stirring for 18 h at RT
  2. concentrationthe reaction was concentrated under reduced pressure
  3. customthe resulting residue was sonicated in 10% aqueous Na2CO3 (100 ml)
  4. filtrationThe product was filtered
  5. washwashed with water
  6. customto give 905 mg of crude product
  7. customThe crude product was crystallized from xylenes

출처 및 근거

ORD 기록
ord-4d0ad88717a943eeb5254d57152975b3
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06627637B2

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