Potassium Phosphate, Tribasic → (4-Amino-3-methoxyphenyl)diethylphosphine oxide

HRID 921474노트

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HRID 921474 반응식
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[CH:3]=1.[CH2:11]([PH:13](=[O:16])[CH2:14][CH3:15])[CH3:12].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:11]([P:13]([C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[CH:3]=1)([CH2:14][CH3:15])=[O:16])[CH3:12]

참가 물질

7

반응물 4

HCID 62657Potassium Phosphate, TribasicHCID 4592574-Bromo-2-methoxyanilineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 178477251HCID 178477251, 화합물

생성물 1

HCID 67052703(4-Amino-3-methoxyphenyl)diethylphosphine oxide

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-bromo-2-methoxyaniline (0.100 g, 0.495 mmol) in 2 mL DMF was added diethylphosphine oxide (0.0730 g, 0.544 mmol), palladium acetate (5.6 mg, 0.025 mmol), XANTPHOS (17.2 mg, 0.030 mmol), and potassium phosphate (0.116 g, 0.544 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150° C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-12% 7N ammonia in methanol:dichloromethane) and the fractions were concentrated. The residue was acidified with 2.5 M HCl in ethanol and the solution was concentrated to provide 4-(diethylphosphoryl)-2-methoxyaniline as the hydrochloride salt (0.132 g, 91% yield).

후처리

  1. customThe mixture was purged with nitrogen
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by silica gel chromatography (0-12% 7N ammonia in methanol:dichloromethane)
  4. concentrationthe fractions were concentrated
  5. concentrationthe solution was concentrated

출처 및 근거

ORD 기록
ord-837be26b917b4e1499cfcdab7e2e6b65
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273077B2

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