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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Morpholine → 4-[3-(2-Methoxyethoxy)-5-nitrophenyl]morpholine

HRID 187
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HRID 187 반응식
C1COCCN1.COCCOc1cc(I)cc([N+](=O)[O-])c1>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COCCOc1cc(N2CCOCC2)cc([N+](=O)[O-])c1
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참가 물질

7

반응물 2

HCID 8083MorpholineHCID 598178111-Iodo-3-(2-methoxyethoxy)-5-nitro-benzene

생성물 1

HCID 598178384-[3-(2-Methoxyethoxy)-5-nitrophenyl]morpholine수율 53.1%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 634876Binap, (A+-)-촉매
HCID 4144353
Palladium (II) acetate
촉매
HCID 1140Toluene용매

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온도
110 °C

실험 절차

The diacetoxypalladium (0.337 g, 1.50 mmol) was added to a stirred mixture of 1-iodo-3-(2-methoxyethoxy)-5-nitrobenzene (9.7 g, 30.02 mmol), cesium carbonate (29.3 g, 90.07 mmol) and morpholine (3.41 mL, 39.03 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (1.869 g, 3.00 mmol) dissolved in toluene (200 mL) and dioxane (50 mL) The reaction was degased, purged with argon and heated at 110 °C for 15 hours. The mixture was diluted with dichloromethane (250ml) the salts were fitered, the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 15% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford 4-(3-(2-methoxyethoxy)-5-nitrophenyl)morpholine (4.50 g, 53.1 %) as a orange solid.

출처 및 근거

ORD 기록
ord-ea00f60c7d1b4b2b96c954e87362056a
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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