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Potassium Hydroxide → 3-(1-(Isopropylamino)phthalazin-6-yl)-4-methylbenzoic acid

HRID 2357536
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HRID 2357536 반응식
[CH:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]3[CH:16]=[C:17]([CH:23]=[CH:24][C:25]=3[CH3:26])[C:18]([O:20]CC)=[O:19])=[CH:12][CH:13]=2)[CH:8]=[N:7][N:6]=1)([CH3:3])[CH3:2].[OH-].[K+]>C(O)C.O>[CH:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]3[CH:16]=[C:17]([CH:23]=[CH:24][C:25]=3[CH3:26])[C:18]([OH:20])=[O:19])=[CH:12][CH:13]=2)[CH:8]=[N:7][N:6]=1)([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 68453005Ethyl 3-(1-(isopropylamino)phthalazin-6-yl)-4-methylbenzoate

생성물 1

HCID 684556533-(1-(Isopropylamino)phthalazin-6-yl)-4-methylbenzoic acid

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

A stirred solution of ethyl 3-(1-(isopropylamino)phthalazin-6-yl)-4-methylbenzoate (4 g, 11 mmol) (obtained by method D below) in ethanol/water (4:1) (50 mL) at RT was treated with potassium hydroxide (1 g, 23 mmol). The mixture was warmed to reflux and stirred for 2 h (M+1=322). The mixture was cooled to RT, then concentrated to remove the organic solvent. The mixture was diluted with 1 N aq. sodium hydroxide (20 mL), extracted with ether (2×50 mL). The combined ether extract was washed with 1N aq. sodium hydroxide (20 mL). The combined water layer was neutralized to pH 7 with conc. HCl. The white precipitate was collected and washed with water (20 mL), azotropically dried with toluene and placed under high vacuum to give 3-(1-(isopropylamino)phthalazin-6-yl)-4-methylbenzoic acid as pale yellow solid.

후처리

  1. temperatureThe mixture was warmed
  2. temperatureto reflux
  3. concentrationconcentrated
  4. customto remove the organic solvent
  5. additionThe mixture was diluted with 1 N aq. sodium hydroxide (20 mL)
  6. extractionextracted with ether (2×50 mL)
  7. extractionThe combined ether extract
  8. washwas washed with 1N aq. sodium hydroxide (20 mL)
  9. customThe white precipitate was collected
  10. washwashed with water (20 mL)
  11. dry with materialazotropically dried with toluene

출처 및 근거

ORD 기록
ord-13ea86d2a6c24dc0b731d4bff8c3b6d7
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759337B2

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