Hydrochloric Acid → 1,4-Dimethyl-1H-pyrrole-2-acetic acid

HRID 894469ノート

反応式

HRID 894469 の反応式
S(S([O-])=O)([O-])=[O:2].[Na+].[Na+].[CH3:9][N:10]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]1[CH:16]([C:18](Cl)(Cl)Cl)O.[OH-:22].[K+].Cl.[Cl-].[Na+]>O.C(O)C>[CH3:9][N:10]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]1[CH2:16][C:18]([OH:2])=[O:22]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 24489Sodium DithioniteHCID 12918155HCID 12918155、化合物

生成物 1

HCID 30188541,4-Dimethyl-1H-pyrrole-2-acetic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
55 °C

実験手順

A mixture of 13.9 g (0.08 mol) of sodium dithionite in 20 ml of water and 5 ml of ethanol was heated to 55° C. under argon. A 4.8 g (0.02 mol) sample of 1,4-dimethyl-α-trichloromethylpyrrole-2-methanol was added in one portion. A solution of 6.7 g (0.12 mol) of KOH in 20 ml of water was added dropwise over 20 mins. The reaction was stirred for 70 more mins. at 55°. It was cooled and acidified with concentrated HCl. Sodium chloride was added. The mixture was extracted three times with ether. The ether solution was washed with brine, dried (MgSO4) and evaporated to give 2.1 g (69%) yield of a yellow oil, primarily 1,4-dimethylpyrrole-2-acetic acid by TLC. Final purification was effected by chromatography on silica gel using a 50:50 mixture of hexane: 1,1,1-trichloroethane as eluant. Evaporation of the compound bearing fraction and recrystallization from ether, hexane afforded white crystals, mp 86°- 87° C. (d). The mp was undepressed by admixture with authentic material.

後処理

  1. customat 55°
  2. temperatureIt was cooled
  3. extractionThe mixture was extracted three times with ether
  4. washThe ether solution was washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-7beb151cc97546c5baa571b83ab0eaf0
出典データセット
uspto-grants-1981_08
特許番号
US04284562

反応ノート

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