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Morpholine → Methyl 3-bromo-4-morpholinobenzoate

HRID 406
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인쇄 미리보기

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HRID 406 반응식
C1COCCN1.COC(=O)c1ccc(I)c(Br)c1>CC(=O)O.CC(=O)O.COCCOC.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1ccc(N2CCOCC2)c(Br)c1
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참가 물질

7

반응물 2

HCID 8083MorpholineHCID 17750019Methyl 3-bromo-4-iodobenzoate

생성물 1

HCID 44828988Methyl 3-bromo-4-morpholinobenzoate수율 32.45%

시약·촉매·용매 4

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

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온도
110 °C

실험 절차

To a solution of methyl 3-bromo-4-iodobenzoate (1.981 g, 5.81 mmol) in DME (10 mL) were morpholine (0.559 mL, 6.39 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.362 g, 0.58 mmol), Palladium acetate (0.130 g, 0.58 mmol) and CESIUM CARBONATE (3.79 g, 11.62 mmol) added. The mixture was heated in the microwave oven for 12h at 110°C. The solids were filtered off through celite, the solvent was evaporated and the crude product was added to a silica gel column, 0-30% EtOAc in heptane yielding methyl 3-bromo-4-morpholinobenzoate (0.566 g, 32.5 %)

출처 및 근거

ORD 기록
ord-41816b2f53f7429c8faade84ae4a9bb3
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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HCID 8071
1,2-Dimethoxyethane
용매