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1,4-Dibromobenzene → 1-(4-Bromophenyl)-3-methylazetidine

HRID 506
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인쇄 미리보기

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HRID 506 반응식
Brc1ccc(Br)cc1.CC1CNC1>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>CC1CN(c2ccc(Br)cc2)C1
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참가 물질

7

반응물 2

HCID 78041,4-DibromobenzeneHCID 199959423-methylAzetidine

생성물 1

HCID 816159821-(4-Bromophenyl)-3-methylazetidine수율 84.74%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 634876Binap, (A+-)-촉매HCID 4144353Palladium (II) acetate촉매

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온도
100 °C

실험 절차

3-methylazetidine (0.5 g, 4.69 mmol), diacetoxypalladium (10.53 mg, 0.05 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.058 g, 0.09 mmol) and cesium carbonate (3.67 g, 11.26 mmol), degassed toluene (15 mL) were heated at 100 °C over the weekend. The RM was filtered and washed with EtOAc the filtrate was then concentrated and the crude product purified by flash silica chromatography, elution gradient 20 to 30% EtOAc in heptane. Purest fractions were collected and combined with EN05604-93. The combined product was then recrystalised from EtOAc to give 1-(4-bromophenyl)-3-methylazetidine (0.899 g, 85 %).

출처 및 근거

ORD 기록
ord-1e9ec853eb3e43adb71af85c977827e9
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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HCID 1140
Toluene
용매