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Ethanol → 6-[6-(4-Dimethylamino-phenyl)-1,2,3,4-tetrahydro-carbazol-9-yl]-hexanoic acid ethyl ester

HRID 403648
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인쇄 미리보기

반응식

HRID 403648 반응식
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=2[C:16]2[C:11]1=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[CH3:2].[CH2:25](O)[CH3:26].C([O-])([O-])=O.[Na+].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=2[C:16]2[C:11]1=[CH:12][CH:13]=[C:14]([C:26]1[CH:25]=[CH:16][C:11]([N:10]([CH3:22])[CH3:9])=[CH:12][CH:13]=1)[CH:15]=2)[CH3:2]
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참가 물질

7

반응물 3

HCID 702EthanolHCID 10340Sodium CarbonateHCID 668733756-(6-Bromo-1,2,3,4-tetrahydro-carbazol-9-yl)-hexanoic acid ethyl ester2회

생성물 1

HCID 668904806-[6-(4-Dimethylamino-phenyl)-1,2,3,4-tetrahydro-carbazol-9-yl]-hexanoic acid ethyl ester

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매
HCID 167845
palladium(II) acetate
촉매
2회
HCID 1140Toluene용매

실험 절차

4-Dimethylamino boronic acid (0.221 g, 1.34 mmol), tetrabutylammonium bromide (TBAB) (0.049 g, 1.25 mmol), palladium acetate (Pd(OAc)2 (0.017 g, 0.08 mmol), triorthotoluene phosphine (P(o-toluene)3 (0.035 g, 0.12 mmol), and 6-(6-bromo-1,2,3,4-tetrahydro-carbazol-9-yl)-hexanoic acid ethyl ester (compound 4) (0.300 g, 0.76 mmol) were added to a flask, dissolved in toluene (3 mL), ethanol (2 mL), and 2M Na2CO3 (1 mL), and stirred overnight at 70° C. Compound 32 was purified by column chromatography to give 310 mg of the product as a solid.

후처리

  1. customCompound 32 was purified by column chromatography

출처 및 근거

ORD 기록
ord-ef44d3eaa2674caa89a99ff5ea271950
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748451B2

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