Glycine → HCID 85759969、化合物

HRID 2190901ノート

反応式

HRID 2190901 の反応式
CO[C:3]([C:5]1[C:6](=[O:16])[O:7][C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:4].[NH2:17][CH2:18][C:19]([OH:21])=[O:20].C[O-].[Na+]>CN(C=O)C>[OH:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[O:7][C:6](=[O:16])[C:5]=1[C:3]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:4]

参加物

5

反応物 3

HCID 750GlycineHCID 10942334Sodium MethoxideHCID 54706330Methyl 4-hydroxy-2-oxo-2H-1-benzopyran-3-carboxylate

生成物 1

HCID 85759969HCID 85759969、化合物収率 42.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 4-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester (150 mg, 0.68 mmol) in DMF (12 mL) was added glycine (1.03 g, 13.6 mmol) and NaOMe (0.5 M in MeOH, 20.4 mL, 10.2 mmol) at rt. It was concentrated in an evaporator to remove most MeOH solvent. The resulting mixture was refluxed for 2 h. After cooled, it was diluted with water (100 mL) and acidified by 1 N HCl to pH=3-4. Precipitate was collected, rinsed with water and dried in vacuo. Crude solid was triturated in hexanes, and solid product was collected and dried to give the title compound (76 mg). MS ESI(+) m/e: 264 (M+1).

後処理

  1. concentrationIt was concentrated in an evaporator
  2. customto remove most MeOH solvent
  3. temperatureThe resulting mixture was refluxed for 2 h
  4. temperatureAfter cooled
  5. additionit was diluted with water (100 mL)
  6. customPrecipitate was collected
  7. washrinsed with water
  8. customdried in vacuo
  9. customCrude solid was triturated in hexanes
  10. customsolid product was collected
  11. customdried

出典と根拠

ORDレコード
ord-117561f53e5046edb49a75528d663432
出典データセット
uspto-grants-2012_12
特許番号
US08324405B2

反応ノート

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