Ammonium Hydroxide → (1-Carbamoylmethyl)acrylic acid

HRID 1586023

反応式

HRID 1586023 の反応式
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][C:2]1=[CH2:3].[OH-].[NH4+:10]>O1CCCC1>[C:5]([CH2:4][C:2](=[CH2:3])[C:1]([OH:7])=[O:8])(=[O:6])[NH2:10]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 75110Itaconic Anhydride

生成物 1

HCID 418291(1-Carbamoylmethyl)acrylic acid収率 40%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 3 g (0.027 mol) of itaconic anhydride in 30 ml of tetrahydrofuran, 3 ml of 28% ammonium hydroxide was added. After 1 hr. the reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in 15 ml of water, then acidified to pH 2 with concentrated hydrochloric acid and allowed to stay overnight at 40. The precipitate formed was filtered off, washed with a small portion of cold water and dried to give 1.4 g (40% yield) of the title compound melting at 153-154° C.; NMR (DMSO-d6): 3.11 (s, 2H, CH2); 5.67,6.13 (s, s, 1H, 1H, CH); 6.7, 7.9 (broad s, s 1H, 1H, NH); 12.15 (broad s, 1H, OH).

後処理

  1. additionwas added
  2. customthe reaction mixture was evaporated to dryness under reduced pressure
  3. dissolutionThe residue was dissolved in 15 ml of water
  4. waitto stay overnight at 40
  5. customThe precipitate formed
  6. filtrationwas filtered off
  7. washwashed with a small portion of cold water
  8. customdried

出典と根拠

ORDレコード
ord-a09d409e1e5d4b748d51b7d646bf9692
出典データセット
uspto-grants-1999_08
特許番号
US05942504

関連ノート

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