Formaldehyde → 5,6-Dihydroxy-N-methylisoindoline hydrobromide

HRID 704459ノート

反応式

HRID 704459 の反応式
[BrH:1].[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[OH:12])[CH2:8][NH:7][CH2:6]2.[CH:13]([O-])=O.[Na+].C=O>C(O)=O>[BrH:1].[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[OH:12])[CH2:8][N:7]([CH3:13])[CH2:6]2

参加物

5

反応物 3

HCID 712FormaldehydeHCID 2723810Sodium FormateHCID 200743492,3-dihydro-1H-isoindole-5,6-diol hydrobromide

生成物 1

HCID 140984225,6-Dihydroxy-N-methylisoindoline hydrobromide収率 72.3%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
80 °C

実験手順

15.39 g (66 mmol) of 5,6-dihydroxyisoindoline hydrobromide and 4.48 g (66 mmol) of sodium formate were dissolved in 100 ml of a 50% formic acid aqueous solution, and then 5.17 ml (70 mmol) of 37% formalin was added thereto. The mixture was heated at 80° C. for 4 hours. Then, the reaction solvent was distilled off under reduced pressure, and 200 ml of 23% hydrobromic acid was added to the residue. The mixture was subjected to active carbon treatment. The filtrate was again evaporated under reduced pressure to dryness, and the crystalline residue was recrystallized from water to obtain 11.74 g (yield: 72.3%) of the above identified compound.

後処理

  1. distillationThen, the reaction solvent was distilled off under reduced pressure, and 200 ml of 23% hydrobromic acid
  2. additionwas added to the residue
  3. customThe filtrate was again evaporated under reduced pressure to dryness
  4. customthe crystalline residue was recrystallized from water
  5. customto obtain 11.74 g (yield: 72.3%) of the

出典と根拠

ORDレコード
ord-8103f4452ed944e8971517097f65c53b
出典データセット
uspto-grants-1991_01
特許番号
US04987235

反応ノート

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