Methanol → 5-Chloro-2-phenyl-oxazole-4-carboxylic acid

HRID 2236174ノート

反応式

HRID 2236174 の反応式
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:9][C:10]=1[Cl:11])=[O:5])C.O1CCCC1.CO.[H-].[OH-].[Li+]>O>[Cl:11][C:10]1[O:9][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

参加物

6

反応物 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 67537623Ethyl 5-chloro-2-phenyloxazole-4-carboxylateHCID 86597229HCID 86597229、化合物

生成物 1

HCID 593012785-Chloro-2-phenyl-oxazole-4-carboxylic acid収率 88.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Solution of 5-chloro-2-phenyl-oxazole-4-carboxylic acid ethyl ester (92 mg, 0.37 mmol) in a mixture solution of tetrahydrofuran, methanol and water (3:1:1, 5 mL) was treated with lithium hydroxide monohydride (44 mg, 1.1 mmol) at room temperature for two hours. After the reaction was complete, solvent was evaporated. To the residue, water was added, and pH value of the aqueous layer was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N). The white precipitation was collected by centrifugation to give 5-chloro-2-phenyl-oxazole-4-carboxylic acid (73 mg, 88%). LCMS calcd for C10H6ClNO3 (m/e) 223, obsd 224 (M+H).

後処理

  1. customsolvent was evaporated
  2. additionTo the residue, water was added
  3. additionpH value of the aqueous layer was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N)
  4. customThe white precipitation
  5. customwas collected by centrifugation

出典と根拠

ORDレコード
ord-57305864de79446c80ea34b5949efd85
出典データセット
uspto-grants-2010_05
特許番号
US07714126B2

反応ノート

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