Sodium Hydroxide → HCID 20495830、化合物

HRID 1074548ノート

反応式

HRID 1074548 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 20495830HCID 20495830、化合物収率 16.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-28b9733dee3946dba017115586e83ca7
出典データセット
uspto-grants-1983_07
特許番号
US04393062

反応ノート

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