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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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8-Bromodibenzo[B,E]oxepin-11(6H)-one → (Z)-3-(8-Bromo-6,11-dihydrodibenz[b,e]oxepin-11-ylidene)-N,N-dimethylpropylamine

HRID 2351120
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인쇄 미리보기

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HRID 2351120 반응식
Br.[Br-].[CH3:3][N:4]([CH3:27])[CH2:5][CH2:6][CH2:7][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C([Li])CCC.[Br:33][C:34]1[CH:49]=[CH:48][C:37]2[C:38](=O)[C:39]3[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=3[O:41][CH2:42][C:36]=2[CH:35]=1>CCCCCC.O1CCCC1>[Br:33][C:34]1[CH:49]=[CH:48][C:37]2/[C:38](=[CH:7]/[CH2:6][CH2:5][N:4]([CH3:27])[CH3:3])/[C:39]3[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=3[O:41][CH2:42][C:36]=2[CH:35]=1
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참가 물질

6

반응물 3

HCID 200859148-Bromodibenzo[B,E]oxepin-11(6H)-oneHCID 23651404(3-(Dimethylamino)propyl)triphenylphosphonium bromide hydrobromideHCID 178418339Butyllithium

생성물 1

HCID 86743423(Z)-3-(8-Bromo-6,11-dihydrodibenz[b,e]oxepin-11-ylidene)-N,N-dimethylpropylamine

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8058
Hexane
용매

실험 절차

Anhydrous 3-(dimethylamino)propyltriphenylphosphonium bromide hydrobromide (24.5 g, 48 mmole), 96 mmole of n-butyl lithium in hexane, and 8-bromo-6,11-dihydrodibenz[b,e]oxepin-11-one (10 g, 34.6 mmole) were reacted in 580 mL dry tetrahydrofuran by the procedure of Example I, step b. This provided an E/Z (1:3.5) isomeric mixture of bromoamines. Recrystallization of the mixture from diethyl ether gave 0.17 g of Z-isomer and 1.8 g of an E/Z (1:4) (assayed by HPLC on C18) isomeric mixture which was used in the next step without further purification. pmr (Z-isomer) (CDCl3) δ: 7.38-7.44 (m, 2H, H7 and H9); 7.13-7.18 (m, 3H, aromaatic H); 6.84-6.93 (m, 2H, H2 and H4); 5.70 (t, 1H, CH=); 5.15 (br s, 2H, ArCH2O); 2.55 (q, 2H, CH2); 2.43 (t, 2H, NCH2 ); 2.22 (s, 6H, NMe2).

후처리

  1. customThis provided
  2. customRecrystallization of the mixture from diethyl ether
  3. customgave 0.17 g of Z-isomer and 1.8 g of an E/Z (1:4) (assayed by HPLC on C18) isomeric mixture which
  4. customwas used in the next step without further purification

출처 및 근거

ORD 기록
ord-a3619eb08c994786a895ebaa568362ae
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04871865

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