Cesium carbonate → 3,5-Bis-(2-oxo-pyrrolidin-1-yl)benzoic Acid Methyl Ester

HRID 1612433ノート

反応式

HRID 1612433 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8](I)[CH:7]=[C:6](Br)[CH:5]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][C:14]1=[O:18].[C:19]([O-:22])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].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>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:7]=[C:6]([N:13]2[CH2:14][CH2:15][CH2:16][C:19]2=[O:22])[CH:5]=1

参加物

7

反応物 3

HCID 10796Cesium carbonateHCID 120252-PyrrolidoneHCID 21942573Methyl 3-bromo-5-iodobenzoate

生成物 1

HCID 693577583,5-Bis-(2-oxo-pyrrolidin-1-yl)benzoic Acid Methyl Ester収率 238.5%

試薬・触媒・溶媒 3

HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)触媒HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

To a solution of 3-bromo-5-iodobenzoic acid methyl ester (588 mg, 1.72 mmol) in dioxane (10 ml) was added 2-pyrrolidinone (120 μl, 1.14 mmol), Cs2CO3 (720 mg, 2.21 mmol), xantphos (51 mg, 0.09 mmol) and pd2(dba)3 (28 mg, 0.03 mmol). The reaction mixture was stirred at 100° C. overnight, then cooled down to room temperature and filtered through celite and concentrated in vacuo. The product was purified by column chromatography (EtOAc) which yielded D7 (411 mg) as light yellow solid.

後処理

  1. temperaturecooled down to room temperature
  2. filtrationfiltered through celite and
  3. concentrationconcentrated in vacuo
  4. customThe product was purified by column chromatography (EtOAc) which

出典と根拠

ORDレコード
ord-571ffa9281904ae49e27b3047906d727
出典データセット
uspto-grants-2006_01
特許番号
US06992103B2

反応ノート

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