Hydrochloric Acid → 2-Oxo-2,3-dihydro-1,3-benzoxazole-5-carbaldehyde

HRID 1271210ノート

反応式

HRID 1271210 の反応式
C(C1C=[CH:5][C:6](O)=[C:7](C=1)[C:8]([NH2:10])=O)=O.[OH-].[K+].[C:15]([OH:18])(=[O:17])C.[C:19]([OH:22])(=O)[CH3:20].I[C:24]1C=CC=CC=1.Cl>C(OCC)(=O)C.CO>[O:17]=[C:15]1[NH:10][C:8]2[CH:24]=[C:20]([CH:19]=[O:22])[CH:5]=[CH:6][C:7]=2[O:18]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 106545925-Formyl-2-hydroxybenzamideHCID 12217721Iodo benzene diacetate

生成物 1

HCID 184521502-Oxo-2,3-dihydro-1,3-benzoxazole-5-carbaldehyde

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a 0° C. solution of methanol (50 mL) and 5-formyl-2-hydroxy-benzamide (Reich et al. J. Med. Chem., 2000;43(9):1670–1683) (2.0 g, 12.11 mmol) was added potassium hydroxide (1.35 g, 24.22 mmol) and then iodobenzene diacetate (3.90 g, 12.11 mmol). The reaction was stirred at 0° C. for 1 hour, then diluted with ethyl acetate (200 mL) and carefully acidified to pH 2 with 1N HCl. The organic layer was then washed with sodium chloride (2×50 mL), dried over magnesium sulfate, filtered and concentrated under reduced pressure. This was used in the next step without purification. MS: M+−1=162.0 Da.

後処理

  1. washThe organic layer was then washed with sodium chloride (2×50 mL)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThis was used in the next step without purification

出典と根拠

ORDレコード
ord-4507ce45a08c414a81338f10245020b2
出典データセット
uspto-grants-2007_04
特許番号
US07205295B2

反応ノート

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