Hydrazine hydrate (1:1) → 8-t-Butyl-2-aminomethyl-1,4-dioxaspiro(4,5)decane

HRID 52400노트

반응식

HRID 52400 반응식
[C:1]([CH:5]1[CH2:26][CH2:25][C:8]2([O:12][CH:11]([CH2:13][N:14]3C(=O)C4=CC=CC=C4C3=O)[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].O.NN>C(O)C>[C:1]([CH:5]1[CH2:26][CH2:25][C:8]2([O:12][CH:11]([CH2:13][NH2:14])[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 199636648-t-Butyl-2-(phthalimidomethyl)-1,4-dioxaspiro(4,5)decane

생성물 1

HCID 199636658-t-Butyl-2-aminomethyl-1,4-dioxaspiro(4,5)decane수율 90.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a warm (50° C.) solution of 8-t-butyl-2-(phthalimidomethyl)-1,4-dioxaspiro(4,5)decane (12.5 g, 35 mmol) in ethanol (100 ml) was added hydrazine hydrate (3.6 g, 72 mmol). The reaction mixture was kept at 50° C. for 1 hour. Light petroleum 200 ml was added and insoluble material was filtered off. The solvent was evaporated in vacuo. The residue was dissolved in toluene (100 ml) washed with brine (100 ml) and dried (MgSO4). Evaporation of the solvent yielded the title compound as a yellow oil (7.2 g). GC analysis indicated the compound as existing as a mixture of two diastereoisomers (cis, cis and cis, trans) in a ratio of 48:52. The NMR spectra are in agreement with the assigned structure.

후처리

  1. filtrationinsoluble material was filtered off
  2. customThe solvent was evaporated in vacuo
  3. dissolutionThe residue was dissolved in toluene (100 ml)
  4. washwashed with brine (100 ml)
  5. dry with materialdried (MgSO4)
  6. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-5f45e57e50dd47e4bd9b074e13c35213
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616708

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