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

HRID 74823

반응식

HRID 74823 반응식
[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]

참가 물질

5

반응물 2

HCID 6344DichloromethaneHCID 5736836-Maleimidohexanoic acid

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 65578Oxalyl chloride용매

실험 절차

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).]

후처리

  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

출처 및 근거

ORD 기록
ord-6526d9d97fce432eb40b3e77b6705e27
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828401B2

연결된 노트

불러오는 중…