Water → 2,3,4,5-Tetraiodopyrrol-1-acetic acid

HRID 1081952ノート

反応式

HRID 1081952 の反応式
C([O:3][C:4](=[O:15])[CH2:5][N:6]1[C:10]([I:11])=[C:9]([I:12])[C:8]([I:13])=[C:7]1[I:14])C.O.[OH-].[Na+]>O1CCOCC1>[I:14][C:7]1[N:6]([CH2:5][C:4]([OH:15])=[O:3])[C:10]([I:11])=[C:9]([I:12])[C:8]=1[I:13]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 539447922,3,4,5-Tetraiodopyrrol-1-acetic acid ethyl ester

生成物 1

HCID 233633512,3,4,5-Tetraiodopyrrol-1-acetic acid収率 96.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

TO a solution of 23.2 g of compound B), 2,3,4,5-tetraiodopyrrol-1-acetic acid ethyl ester (35.32 mmol) , in 840 mL of a dioxane (750 mL) / H2O (90 mL) mixture, 36 mL of 1M NaOH (36 mmol) are quickly added (10 min) and the final solution is kept at room temperature for 4 h. The reaction mixture is treated with carbon Carbopuron 4N, filtered, then acidified with 37% HC1 (w/w) and diluted in 500 1 of H2O, to give a solid which is filtered and purified by chromatography (silica gel (product E. Merck item 9385): eluent: CHCl3 : MeOH : 25% NH4OH (w/w) =7.5:2:0.3 (v/v/v)). Fractions with similar purity are collected, evaporated and diluted with 200 mL of H2O. By acidifying the aqueous phase with 40 mL of 1M HCl , a solid precipitates, which is filtered, washed with H2O and dried under reduced pressure. 21.5 g of 2,3,4,5-tetraiodopyrrol-1-acetic acid(34.20 mmol) are obtained.

後処理

  1. additionThe reaction mixture is treated with carbon Carbopuron 4N
  2. filtrationfiltered
  3. additiondiluted in 500 1 of H2O
  4. customto give a solid which
  5. filtrationis filtered
  6. custompurified by chromatography (silica gel (product E. Merck item 9385): eluent: CHCl3 : MeOH : 25% NH4OH (w/w) =7.5:2:0.3 (v/v/v))
  7. customFractions with similar purity are collected
  8. customevaporated
  9. additiondiluted with 200 mL of H2O
  10. customa solid precipitates
  11. filtrationwhich is filtered
  12. washwashed with H2O
  13. customdried under reduced pressure

出典と根拠

ORDレコード
ord-1fe8a550415a4698bd39bbf432b8b65d
出典データセット
uspto-grants-1996_12
特許番号
US05587487

反応ノート

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