Hydrochloric Acid → 4-Cyclobutyl-2-methyl-5-(methylcarbamoyl)benzoic acid

HRID 1487920ノート

反応式

HRID 1487920 の反応式
[CH:1]1([C:5]2[C:13]([C:14](OC)=[O:15])=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH3:18])[CH:6]=2)[CH2:4][CH2:3][CH2:2]1.[CH3:19][NH2:20].Cl>O>[CH:1]1([C:5]2[C:13]([C:14](=[O:15])[NH:20][CH3:19])=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH3:18])[CH:6]=2)[CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 682883364-Cyclobutyl-5-(methoxycarbonyl)-2-methylbenzoic acid2 回

生成物 1

HCID 900220514-Cyclobutyl-2-methyl-5-(methylcarbamoyl)benzoic acid収率 50%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

Into a 20-mL sealed tube, was placed 4-cyclobutyl-5-(methoxycarbonyl)-2-methylbenzoic acid (compound 62.2, 1.0 g, 4.0 mmol) and methylamine (30% in ethanol) (8 mL). The resulting solution was stirred overnight at 120° C. behind a blast shield, then cooled and diluted with H2O (20 mL). The pH of the solution was adjusted to 4-5 with hydrogen chloride (1 M) and the solids were collected by filtration. The crude product was re-crystallized from ethyl acetate/petroleum ether in the ratio of 1:10 to yield the title compound as an off-white solid (500 mg, 50%).

後処理

  1. customInto a 20-mL sealed tube
  2. temperaturecooled
  3. filtrationthe solids were collected by filtration
  4. customThe crude product was re-crystallized from ethyl acetate/petroleum ether in the ratio of 1:10

出典と根拠

ORDレコード
ord-fabf85f05b444dfc9cfe5c546e6fe72b
出典データセット
uspto-grants-2016_08
特許番号
US09428502B2

反応ノート

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