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Triethylamine → 2-[beta-(2-furyl)acrylamido]-N1,N1,N5,N5-tetramethyl-pentane-1,5-diamide

HRID 64927
ノート
印刷プレビュー

反応式

HRID 64927 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][C:8]([NH:10][C@H:11]([C:17]([OH:19])=O)[CH2:12][CH2:13][C:14](O)=[O:15])=[O:9].C([N:22]([CH2:25]C)[CH2:23]C)C.C(Cl)(=O)OCC.Cl.[CH3:34][NH:35][CH3:36]>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][C:8]([NH:10][CH:11]([CH2:12][CH2:13][C:14]([N:35]([CH3:36])[CH3:34])=[O:15])[C:17]([N:22]([CH3:25])[CH3:23])=[O:19])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 10928Ethyl chloroformateHCID 54218369N-[beta-(2-furyl)acryloyl]glutamic acid

生成物 1

HCID 731822862-[beta-(2-furyl)acrylamido]-N1,N1,N5,N5-tetramethyl-pentane-1,5-diamide収率 55%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

In 100 ml of methylene chloride was suspended 5 g of the DL-N-[β-(2-furyl)acryloyl]glutamic acid, and 7 g of triethylamine was added to dissolve it. Subsequently, the resulting solution was cooled to -20° C. to -15° C., after which 4.6 g of ethyl chlorocarbonate was added dropwise, and the resulting mixture was subjected to reaction for 30 minutes. Thereafter, 3.1 g of dimethylamine hydrochloride was added, and the resulting mixture was subjected to reaction at the same temperature for 2 hours. After completion of the reaction, the reaction mixture was washed successively with 50 ml of a 5% aqueous sodium hydroxide solution, 50 ml of diluted hydrochloric acid and 50 ml of water, and dried over anhydrous magnesium sulfate, after which the solvent was removed by distillation under reduced pressure to obtain 3.5 g (yield 55%) of DL-2-[β-(2-furyl)acrylamido]-N1,N1,N5,N5 -tetramethyl-pentane-1,5-diamide having a melting point of 178°-180° C.

後処理

  1. additionwas added
  2. dissolutionto dissolve it
  3. temperatureSubsequently, the resulting solution was cooled to -20° C. to -15° C.
  4. customthe resulting mixture was subjected to reaction for 30 minutes
  5. customthe resulting mixture was subjected to reaction at the same temperature for 2 hours
  6. customAfter completion of the reaction
  7. washthe reaction mixture was washed successively with 50 ml of a 5% aqueous sodium hydroxide solution, 50 ml of diluted hydrochloric acid and 50 ml of water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customafter which the solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-be6dec1f2e7545998c3db39245b54026
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04610983

反応ノート

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