Benzyl Bromide → 1-Benzyl-5-chloro-1H-indole

HRID 2187660

반응식

HRID 2187660 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[K+]>C1OCCOCCOCCOCCOCCOC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:6]=[CH:5]2

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 14797Potassium HydroxideHCID 871105-Chloroindole

생성물 1

HCID 184763621-Benzyl-5-chloro-1H-indole수율 60%

시약·촉매·용매 1

HCID 2855718-Crown-6촉매

실험 절차

3.85 g (30 mmol) 5-chloroindole was treated with 6.84 g (40 mmol) benzylbromide, 1.97 g (30 mmol) potassium hydroxide (85% powdered in mortar) and 0.25 g (1 mmol) 18-crown-6 as described in Synthesis 1979 p. 618, giving 4.35 g (60%) 5-chloro-1-benzyl-1H-indole, yellow oil, MS (Ei 70 eV) m/Z M+241.

후처리

  1. customas described in Synthesis 1979 p

출처 및 근거

ORD 기록
ord-c8bb294274f149a486021e2c82c96850
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410562B1

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