Sodium Hydroxide → HCID 20495830, 화합물

HRID 1074548노트

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HRID 1074548 반응식
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]([OH:15])=[O:14])=[N:4][NH:3]1.[OH-].[Na+].[Br:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Br)=[CH:21][CH:20]=1>CO>[Br:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][N:3]2[N:4]=[C:5]([CH2:12][C:13]([OH:15])=[O:14])[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]2=[O:1])=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 685274-Bromobenzyl bromideHCID 3486212-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid

생성물 1

HCID 20495830HCID 20495830, 화합물수율 16.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1,2-Dihydro-1-oxophthalazin-4-ylacetic acid (2.0 g.) was added to a solution of sodium hydroxide (0.9 g.) in methanol (50 ml.). A clear solution was obtained on slight warming, which was treated with 4-bromobenzyl bromide (2.6 g.). The mixture was then heated under reflux for 3 hours and then evaporated. The residue was treated with water (60 ml.) and the solution obtained was extracted with ether (3×60 ml.). The aqueous phase was then acidified to pH 2 with concentrated hydrochloric acid and the acid mixture extracted with ethyl acetate (150 ml.). The extracts were washed with water (50 ml.), dried (MgSO4) and evaporated. The solid obtained was recrystallised from a 1:4 v/v mixture of ethyl acetate and petrol (60-80) to give 2-(4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetic acid (0.6 g.), m.p. 179°-181° C.

후처리

  1. customA clear solution was obtained on slight warming, which
  2. temperatureThe mixture was then heated
  3. temperatureunder reflux for 3 hours
  4. customevaporated
  5. additionThe residue was treated with water (60 ml.)
  6. customthe solution obtained
  7. extractionwas extracted with ether (3×60 ml.)
  8. extractionthe acid mixture extracted with ethyl acetate (150 ml.)
  9. washThe extracts were washed with water (50 ml.)
  10. dry with materialdried (MgSO4)
  11. customevaporated
  12. customThe solid obtained
  13. customwas recrystallised from a 1:4 v/v mixture of ethyl acetate and petrol (60-80)

출처 및 근거

ORD 기록
ord-28b9733dee3946dba017115586e83ca7
출처 데이터셋
uspto-grants-1983_07
특허 번호
US04393062

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