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Formic Acid → methyl (3S)-3-hydroxy-3-(thiophen-2-yl)propanoate

HRID 730952
ノート
印刷プレビュー

反応式

HRID 730952 の反応式
C(O)=[O:2].CCN(CC)CC.C(O)=O.CCN(CC)CC.O=[C:22]([CH2:27][C:28]1[S:29][CH:30]=[CH:31][CH:32]=1)[C:23]([O:25][CH3:26])=[O:24]>ClCCl>[OH:2][C@H:27]([C:28]1[S:29][CH:30]=[CH:31][CH:32]=1)[CH2:22][C:23]([O:25][CH3:26])=[O:24]
参加物反応条件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 284Formic AcidHCID 8471TriethylamineHCID 11084032Triethylammonium formateHCID 20277529Methyl 2-oxo-3-(2-thienyl)propionate

生成物 1

HCID 10397541methyl (3S)-3-hydroxy-3-(thiophen-2-yl)propanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
36 °C

実験手順

In a 1 l multinecked flask equipped with a sparging stirrer, reflux condenser and internal thermometer, an HCOOH/Et3N mixture (molar ratio 1:1) is prepared by gradually adding 41 ml of HCOOH dropwise within 20 min to 152 ml of Et3N with stirring and ice cooling. 190 g of methyl 2-oxo-3-(2-thienyl)propionate are added to this biphasic mixture, the homogeneous yellow solution is admixed with 0.1 l of dichloromethane and the entire mixture is degassed by passing through argon for 20 min. It is heated to 36° C. and the dark red catalyst solution is added all at once to the reaction mixture with vigorous stirring. Stirring is effected at 800 rpm while passing argon through the reaction mixture for 14 h.

後処理

  1. customequipped with a sparging stirrer
  2. temperaturereflux condenser
  3. customthe entire mixture is degassed
  4. additionthe dark red catalyst solution is added all at once to the reaction mixture with vigorous stirring
  5. stirringStirring
  6. customfor 14 h.

出典と根拠

ORDレコード
ord-6c96bfe041bd4053b8dc9a3953f3cccc
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07582776B2

反応ノート

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