Glycine → HCID 85759969, 화합물

HRID 2190901노트

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HRID 2190901 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 85759969HCID 85759969, 화합물수율 42.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-117561f53e5046edb49a75528d663432
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324405B2

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