Acetic Acid → 2-(1-hydroxyethyl)pyrimidin-4(3H)-one

HRID 586205ノート

反応式

HRID 586205 の反応式
[Na].O[CH:3]=[CH:4][C:5]([O:7]CC)=O.Cl.[OH:11][CH:12]([CH3:16])[C:13]([NH2:15])=[NH:14].C(O)(=O)C>O>[OH:11][CH:12]([C:13]1[NH:15][C:5](=[O:7])[CH:4]=[CH:3][N:14]=1)[CH3:16]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 223286992-Hydroxypropanimidamide hydrochlorideHCID 24196931Ethyl 3-hydroxy-acrylate sodium salt

生成物 1

HCID 110189492-(1-hydroxyethyl)pyrimidin-4(3H)-one

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To a solution of ethyl 3-hydroxy-acrylate sodium salt (prepared according to the method of Preparation Twelve, Step C, 1301 g, 9.42 mol) in water (1.3 L) was added a solution of 2-hydroxy-propionamidine hydrochloride (prepared according to the method of Preparation Twelve, Step B, 610 g, 4.9 mol) in water (1.3 L) at ambient temperature and stirred, for 48 h. The solution was adjusted to pH 7.0 with acetic acid then continuously extracted with chloroform for 48 h. The extract was dried over sodium sulfate and filtered. The filtrate was concentrated to a solid, slurried in ethyl ether, filtered, and dried to give the title compound as a solid, 232 g (38%). mp: 121-124° C.; 1H NMR (DMSO-d6, 400 MHz) δ 1.30 (d, 3H), 4.46 (q, 1H), 5.62 (br s, 1H), 6.13 (d, 1H), 7.80 (d, 1H).

後処理

  1. customprepared
  2. extractionthen continuously extracted with chloroform for 48 h
  3. dry with materialThe extract was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated to a solid, slurried in ethyl ether
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-9cb6e11dc5424aa88056233a5b24613f
出典データセット
uspto-grants-2005_08
特許番号
US06936600B2

反応ノート

読み込み中…