Butylate → HCID 58155203, 화합물

HRID 1929458

반응식

HRID 1929458 반응식
Br[C:2]1[CH:3]=[C:4]([C:8]2([CH3:15])[NH:13][C:12](=[O:14])[CH2:11][O:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.CCSC(N(CC(C)C)CC(C)C)=O.C(P(C(C)(C)C)C1C=CC=CC=1C1C(C(C)C)=CC(C(C)C)=CC=1C(C)C)(C)(C)C.[C:60](=[NH:73])([C:67]1[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1)[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1>C1(C)C=CC=CC=1.[Na]>[C:60](=[N:73][C:2]1[CH:3]=[C:4]([C:8]2([CH3:15])[NH:13][C:12](=[O:14])[CH2:11][O:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1)([C:67]1[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=1)[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1

참가 물질

7

반응물 4

HCID 16181ButylateHCID 136809Benzophenone imineHCID 11618717Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 581553055-(3-Bromophenyl)-5-methylmorpholin-3-one

생성물 1

HCID 58155203HCID 58155203, 화합물수율 102%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 5360545Sodium용매

반응 조건

온도
105 °C

실험 절차

A dried pressure tube was charged consecutively under an argon atmosphere with a solution of (RS)-5-(3-bromo-phenyl)-5-methyl-morpholin-3-one (4.17 g, 15 mmol) in toluene (100 ml), sodium tent-butylate (4.586 g, 46 mmol), 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (tert-butyl-x-phos) (0.675 g, 1.6 mmol), tris(dibenzylideneacetone)-dipalladium chloroform complex (0.494 g, 0.5 mmol), and benzophenone imine (5.88 g, 31 mmol). The sealed pressure tube was heated at 105° C. for 2.5 days. After cooling, the reaction mixture was evaporated to dryness and directly purified by chromatography on an Isolute flash NH2 column using a gradient of heptane/ethyl acetate=100/0 to 33/66 as the eluent. There were obtained 5.67 g (99% of theory) of (RS)-5-[3-(benzhydrylidene-amino)-phenyl]-5-methyl-morpholin-3-one as a yellow foam. Mass (calculated) C24H22N2O2 [370.455]; (found) [M+H]+=371.

후처리

  1. temperatureAfter cooling
  2. customthe reaction mixture was evaporated to dryness
  3. customdirectly purified by chromatography on an Isolute flash NH2 column

출처 및 근거

ORD 기록
ord-deab9c5c303b456bb91452ab0565573b
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188079B2

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