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Potassium Phosphate, Tribasic → Dimethylphosphoryl-2-(trifluoromethoxy)aniline

HRID 1472123
ノート
印刷プレビュー

反応式

HRID 1472123 の反応式
I[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][C:10]([F:13])([F:12])[F:11])[CH:3]=1.[CH3:14][PH:15](=[O:17])[CH3:16].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>[CH3:14][P:15]([NH:6][C:5]1[CH:7]=[CH:8][CH:2]=[CH:3][C:4]=1[O:9][C:10]([F:13])([F:12])[F:11])([CH3:16])=[O:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 27613984-Iodo-2-(trifluoromethoxy)anilineHCID 178503022methylphosphonoylmethane

生成物 1

HCID 86668831Dimethylphosphoryl-2-(trifluoromethoxy)aniline

試薬・触媒・溶媒 2

HCID 167845
palladium(II) acetate
触媒
HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-iodo-2-(trifluoromethoxy)aniline (0.606 g, 2.00 mmol) in 8 mL DMF was added dimethylphosphine oxide (0.171 g, 2.20 mmol), palladium acetate (22.4 mg, 0.0100 mmol), XANTPHOS (69.4 mg, 0.120 mmol), and potassium phosphate (0.467 g, 2.20 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 (0-20% 7N ammonia in methanol:dichloromethane) and acidified with HCl in methanol to afford the desired product as its hydrochloride salt (0.573 g, 98% yield).

後処理

  1. customThe mixture was purged with nitrogen
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by silica gel chromatography (0-20% 7N ammonia in methanol:dichloromethane)

出典と根拠

ORDレコード
ord-f05870d239a443f79acd925a79224712
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09012462B2

反応ノート

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