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Sodium Hydroxide → [4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid

HRID 472747
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HRID 472747 반응식
C([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[C:13]2=[O:31])=[CH:8][CH:7]=1)C.[OH-].[Na+]>CO>[C:27]([O:26][C:24]([CH2:23][N:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:21](=[O:22])[N:12]([C:9]2[CH:8]=[CH:7][C:6]([CH2:5][C:4]([OH:32])=[O:3])=[CH:11][CH:10]=2)[C:13]1=[O:31])=[O:25])([CH3:30])([CH3:28])[CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 68589591[4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid ethyl ester2회

생성물 1

HCID 68589939[4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of [4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid ethyl ester (Intermediate G) (1.4 g, 3.2 mmol) in MeOH (25 ml) is treated with aqueous sodium hydroxide (0.5 M, 10 ml). After stirring at RT for 30 minutes, the MeOH is removed in vacuo and the resulting mixture is diluted with distilled water and washed with EtOAc (2×) to remove impurities. The separated aqueous phase is acidified with dilute HCl (0.1 M) to pH 3 and extracted with EtOAc (2×). The combined organic portions are dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as an off-white solid.

후처리

  1. customthe MeOH is removed in vacuo
  2. additionthe resulting mixture is diluted with distilled water
  3. washwashed with EtOAc (2×)
  4. customto remove impurities
  5. extractionextracted with EtOAc (2×)
  6. dry with materialThe combined organic portions are dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1b7fa549c05c4eb5913d4dca590dee90
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633211B2

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