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

HRID 1019100

反応式

HRID 1019100 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-df7adffb19e44fa2ae182c02f57d6391
出典データセット
uspto-grants-2002_11
特許番号
US06486193B2

関連ノート

読み込み中…