Hydrochloric Acid → 7-Amino-5-benzyl-4-oxo-7-methyl-5-azaspiro[2.4]heptane

HRID 389246ノート

反応式

HRID 389246 の反応式
[CH2:1]([N:8]1[CH2:14][C:13]([NH:16]C(OC(C)(C)C)=O)([CH3:15])[C:10]2([CH2:12][CH2:11]2)[C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O>C1(C)C=CC=CC=1>[NH2:16][C:13]1([CH3:15])[C:10]2([CH2:12][CH2:11]2)[C:9](=[O:24])[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:14]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 577586535-Benzyl-7-t-butoxycarbonylamino-4-oxo-7-methyl-5-azaspiro[2.4]heptane

生成物 1

HCID 575873067-Amino-5-benzyl-4-oxo-7-methyl-5-azaspiro[2.4]heptane収率 90.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

5-Benzyl-7-t-butoxycarbonylamino-4-oxo-7-methyl-5-azaspiro[2.4]heptane (43.63 g) was dissolved in toluene, and the solution was stirred under ice-cooling. 37% Concentrated hydrochloric acid (100 mL) was added dropwise thereto, followed by stirring. After 0.5 hours, water was added to the reaction mixture. The mixture was stirred and left to stand so as to separate the aqueous layer from the organic layer. Sodium hydroxide (54 g) was added to and dissolved in the separated aqueous layer so as to alkalify the layer. The aqueous layer was extracted several times with toluene repeatedly. All the toluene layers were combined and washed with saturated brine. The washed toluene layer was dried with sodium sulfate, followed by filtration. The filtrate was concentrated under reduced pressure, to thereby yield the title product (21.29 g, yield: 90.2%).

後処理

  1. temperaturecooling
  2. stirringby stirring
  3. stirringThe mixture was stirred
  4. waitleft
  5. customto separate the aqueous layer from the organic layer
  6. additionSodium hydroxide (54 g) was added to and
  7. dissolutiondissolved in the separated aqueous layer so as
  8. extractionThe aqueous layer was extracted several times with toluene repeatedly
  9. washwashed with saturated brine
  10. dry with materialThe washed toluene layer was dried with sodium sulfate
  11. filtrationfollowed by filtration
  12. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-0f92f70949fc405fa759941366ac1f4e
出典データセット
uspto-grants-2013_02
特許番号
US08378119B2

反応ノート

読み込み中…