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

HRID 389246노트

반응식

HRID 389246 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0f92f70949fc405fa759941366ac1f4e
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378119B2

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