Sodium Hydroxide → HCID 21310862, 화합물

HRID 583325노트

반응식

HRID 583325 반응식
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

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 70055700HCID 70055700, 화합물

생성물 1

HCID 21310862HCID 21310862, 화합물수율 79%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8ee46ce8fdab4f3588a8289bc4db1d34
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929097

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