6-Aminohexanoic Acid → 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-hexanoic acid

HRID 1019100

반응식

HRID 1019100 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].C(=O)([O-])[O-].[Na+].[Na+].C(N1[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]2[C:22]1=[O:31])(OCC)=O>O>[C:22]1(=[O:31])[N:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]12

참가 물질

5

반응물 3

HCID 5646-Aminohexanoic AcidHCID 10340Sodium CarbonateHCID 31187N-Carbethoxyphthalimide

생성물 1

HCID 781851,3-Dihydro-1,3-dioxo-2H-isoindole-2-hexanoic acid수율 81%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Combine 6-aminohexanoic acid (6-aminocaproic acid) (8.0 g, 60 mmol) and water (100 mL). Add sodium carbonate (6.84 g, 64 mmol) and N-carbethoxyphthalimide (14.0 g, 64 mmol). After 1.5 hours, extract the reaction mixture with ethyl acetate (100 mL). Cool the aqueous layer in an ice bath and acidify using concentrated hydrochloric acid to give a solid. Collect the solid by filtration, rinse with water, and dry to give 6-phthalimidohexanoic acid (12.7 g, 80% yield).

후처리

  1. extractionextract the reaction mixture with ethyl acetate (100 mL)
  2. temperatureCool the aqueous layer in an ice bath
  3. customto give a solid
  4. customCollect the solid
  5. filtrationby filtration
  6. washrinse with water
  7. customdry

출처 및 근거

ORD 기록
ord-df7adffb19e44fa2ae182c02f57d6391
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06486193B2

연결된 노트

불러오는 중…