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Imidazole → HCID 89940958, 화합물

HRID 1848507
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HRID 1848507 반응식
O[CH:2]1[C:6]2([CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]2)[C:5](=[O:19])[N:4]([C:20]2[CH2:21][O:22][C:23](=[O:25])[CH:24]=2)[CH:3]1[CH3:26].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N1C=CN=C1.[I:51]I>C1(C)C=CC=CC=1>[I:51][CH:2]1[C:6]2([CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]2)[C:5](=[O:19])[N:4]([C:20]2[CH2:21][O:22][C:23](=[O:25])[CH:24]=2)[CH:3]1[CH3:26]
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참가 물질

6

반응물 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 86709516HCID 86709516, 화합물

생성물 1

HCID 89940958HCID 89940958, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

To a solution of the compound of step C (370 mg, 1.01 mmol) in toluene (20 mL) at rt was added PPh3 (397 mg, 1.515 mmol), imidazole (137 mg, 2.02 mmol), and I2 (384 mg, 1.515 mmol). The mixture was stirred for 10 h at 100° C., and quenched with NaHCO3 aqueous solution. The organic layer was diluted with DCM, separated, and the aqueous layer was extracted with DCM. The combined organic layers were dried (MgSO4) and purified by column chromatography (0-100% EtOAc/hex) to give the title compound. LC/MS: [(M+1-56)]+=421

후처리

  1. customquenched with NaHCO3 aqueous solution
  2. additionThe organic layer was diluted with DCM
  3. customseparated
  4. extractionthe aqueous layer was extracted with DCM
  5. dry with materialThe combined organic layers were dried (MgSO4)
  6. custompurified by column chromatography (0-100% EtOAc/hex)

출처 및 근거

ORD 기록
ord-0cb015350adc47babb1f821aeeb8be3a
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952166B2

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