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Benzene, 1-bromo-3-(trifluoromethyl)- → [3-(Trifluoromethyl)phenyl](3-methoxyphenyl)amine

HRID 660
ノート
印刷プレビュー

反応式

HRID 660 の反応式
COc1cccc(N)c1.FC(F)(F)c1cccc(Br)c1>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.COc1ccccc1.[Na+].[Pd]>COc1cccc(Nc2cccc(C(F)(F)F)c2)c1
参加物反応条件実験手順出典と根拠反応ノート

参加物

7

反応物 2

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 108243-Methoxyaniline

生成物 1

HCID 82537028[3-(Trifluoromethyl)phenyl](3-methoxyphenyl)amine収率 0%

試薬・触媒・溶媒 4

HCID 23676156Sodium t-butoxide試薬HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)触媒
HCID 4144353
Palladium (II) acetate
触媒
HCID 7519Anisole溶媒

反応条件

温度
50 °C

実験手順

PdOAc2 (8 mg, 0.04 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (40 mg, 0.07 mmol) were added to a dried vial. The vial was caped with a septa-cap and inerted with nitrogen. Degassed anisole (2 mL)was added and the catalyst mixture was heated to 50ºC for 30 minutes, then cooled down to rt. A dry 2ml microwave vial was charged with sodium 2-methylpropan-2-olate (52 mg, 0.54 mmol). It was caped and inerted with nitrogen. A degassed mixture of 1-bromo-3-(trifluoromethyl)benzene (50 µL, 0.36 mmol) and 3-methoxyaniline (50 µL, 0.45 mmol) in anisole (2 mL) wad added at rt. The catalyst solution was added to the reaction mixture. The nitrogen inlet was removed and the vial was inserted into an alumina block at 100°C. The reaction was stirred over night. After 19h, the reaction was cooled down and filtered through celite. The filtrate was concentrated. Large amounts of anisole was present. No product was detected by LCMS. The sample was descarded.

出典と根拠

ORDレコード
ord-09a52aa0a68e4624905d84eed602571e
出典データセット
750 AstraZeneca ELN dataset
元リンク
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反応ノート

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