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Hydrochloric Acid → 9,10-Dihydro-9-methyl-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine

HRID 1863162
ノート
印刷プレビュー

反応式

HRID 1863162 の反応式
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([C:13](=O)[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2=[CH:22][S:23][CH:24]=[C:4]2[C:3]1=O.B.Cl.[OH-].[Na+]>O1CCCC1>[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2=[CH:22][S:23][CH:24]=[C:4]2[CH2:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 14798Sodium HydroxideHCID 203922324,9-Dihydro-9-methyl-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

生成物 1

HCID 203922399,10-Dihydro-9-methyl-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

実験手順

To a slurry of 6.0 g. of 4,9-dihydro-9-methyl-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one in 100 ml. of dried tetrahydrofuran, cooled in an ice bath, is added 125 ml. of 1 M borane in tetrahydrofuran, dropwise over 10 minutes. The mixture is stirred at room temperature for one hour, refluxed for 6 hours and then stirred at room temperature for 16 hours. The reaction is decomposed by the addition of 50 ml. of 6 N hydrochloric acid and then 75 ml. of 5 N sodium hydroxide is added. Most of the solvent is evaporated, the residue is extracted with methylene chloride and the extract is evaporated to an oil. This oil is dissolved in hot hexane, filtered through diatomaceous earth and evaporated to an oil which crystallizes giving the desired product as colorless crystals, mp. 53°-56° C.

後処理

  1. additionis added 125 ml
  2. temperaturerefluxed for 6 hours
  3. stirringstirred at room temperature for 16 hours
  4. additionThe reaction is decomposed by the addition of 50 ml
  5. customMost of the solvent is evaporated
  6. extractionthe residue is extracted with methylene chloride
  7. customthe extract is evaporated to an oil
  8. dissolutionThis oil is dissolved in hot hexane
  9. filtrationfiltered through diatomaceous earth
  10. customevaporated to an oil which
  11. customcrystallizes

出典と根拠

ORDレコード
ord-7278a1d60cb347748ff7a57408baf618
出典データセット
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04168269

反応ノート

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