Sodium Hydroxide → HCID 21310862、化合物

HRID 583325ノート

反応式

HRID 583325 の反応式
C[O:2][C:3](=[O:33])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[N:12]([S:22]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)(=[O:24])=[O:23])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1.[OH-].[Na+]>CO.C1COCC1>[CH3:32][O:31][C:28]1[CH:27]=[CH:26][C:25]([S:22]([N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)[C:5]2[C:6]([CH3:11])=[CH:7][C:8]([CH3:10])=[CH:9][C:4]=2[C:3]([OH:33])=[O:2])(=[O:24])=[O:23])=[CH:30][CH:29]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 70055700HCID 70055700、化合物

生成物 1

HCID 21310862HCID 21310862、化合物収率 79%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 0.610 g (1.3 mmol) of the product of Example 103 in 6.5 mL methanol and 6.5 mL of THF was added 6.5 mL of 1N NaOH solution. The reaction mixture was refluxed for 18 hr and the organics were removed in vacuo. The resulting mixture was diluted with water, acidified with 3N HCl and extracted with EtOAc. The combined organics were washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue was triturated with ether and filtered to provide 0.417 g (79%) of the desired carboxylic acid as a white solid. Electrospray Mass Spec 456.3(M+H).

後処理

  1. temperatureThe reaction mixture was refluxed for 18 hr
  2. customthe organics were removed in vacuo
  3. additionThe resulting mixture was diluted with water
  4. extractionextracted with EtOAc
  5. washThe combined organics were washed with water and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe resulting residue was triturated with ether
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-8ee46ce8fdab4f3588a8289bc4db1d34
出典データセット
uspto-grants-1999_07
特許番号
US05929097

反応ノート

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