Acetic Acid → 6-Methoxy-3-methylbenzo[d]isoxazole-7-carbaldehyde

HRID 594260ノート

反応式

HRID 594260 の反応式
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][C:9]([OH:11])=[CH:10][C:5]=2[O:4][N:3]=1.[CH2:12]1N2CN3CN(C2)CN1C3.Cl.[C:23](O)(=[O:25])C>>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:6]2[C:2]([CH3:1])=[N:3][O:4][C:5]=2[C:10]=1[CH:23]=[O:25]

参加物

5

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 4101HexamethylenetetramineHCID 1354978903-Methyl-1,2-benzisoxazol-6-ol

生成物 1

HCID 824037016-Methoxy-3-methylbenzo[d]isoxazole-7-carbaldehyde

実験手順

To a solution of commercially available 3-methylbenzo[d]isoxazol-6-ol (1.125 g; 7.54 mmol) in acetic acid (22.5 ml) was added hexamethylenetetramine (4.500 g; 32.09 mmol), and the resulting mixture was heated over a steam-bath for 6 h. The resulting hot mixture was then treated with 6 M aq. HCl (20 ml), and the heating was continued for 30 min. The solid obtained on dilution of the reaction mixture was filtered, and recrystallised from aq. MeOH to give the desired 6-hydroxy-3-methylbenzo[d]isoxazole-7-carbaldehyde as a yellow solid. LC-MS (conditions D): tR=0.79 min.; [M+H]+: 177.98 g/mol.

後処理

  1. temperaturethe resulting mixture was heated over a steam-bath for 6 h
  2. customThe solid obtained on dilution of the reaction mixture
  3. filtrationwas filtered
  4. customrecrystallised from aq. MeOH

出典と根拠

ORDレコード
ord-93cb3a49d9f74287ad5b715d5936c208
出典データセット
uspto-grants-2016_01
特許番号
US09242970B2

反応ノート

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