Dichloromethane → 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl chloride

HRID 74823

反応式

HRID 74823 の反応式
[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=O.[Cl:16]CCl>C(Cl)(=O)C(Cl)=O.CN(C=O)C>[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([Cl:16])=[O:15]

参加物

5

反応物 2

HCID 6344DichloromethaneHCID 5736836-Maleimidohexanoic acid

生成物 1

HCID 114247166-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl chloride収率 100%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 65578Oxalyl chloride溶媒

実験手順

To a stirring solution of 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid (3.15 g, 14.9 mM) in 15 mL of dichloromethane, oxalyl chloride (1.61 mL, 17.9 mM) was added followed by one drop of DMF. The reaction was allowed to stir at room temperature for three hours. The reaction was concentrated in vacuo. The residue was dissolved in a one to one solution of heptane and dichloromethane and then concentrated in vacuo. This process was repeated two more times producing a solid #248 (3.43 g, 100%). 1H NMR (400 MHz, DMSO-d6): δ [7.02 (s, 2H), 3.43 (m, 2H), 2.53 (m, 1H), CH2.18 (m, 1H), 1.54 (m, 4H), 1.26 (m, 2H).]

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionThe residue was dissolved in a one to one solution of heptane and dichloromethane
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6526d9d97fce432eb40b3e77b6705e27
出典データセット
uspto-grants-2014_09
特許番号
US08828401B2

関連ノート

読み込み中…