Sodium Chloride → 1,4-Dioxa-8-azaspiro(4.5)decane

HRID 1508356노트

반응식

HRID 1508356 반응식
[OH-].[Na+].Cl.[O:4]1[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1.[Cl-].[Na+]>O>[O:4]1[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 162187951,4-Dioxa-8-azaspiro(4.5)decane hydrochloride

생성물 1

HCID 674351,4-Dioxa-8-azaspiro(4.5)decane수율 93.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a 30 L reactor equipped with a mechanic stirrer, an addition funnel and a septum was charged sodium hydroxide (NaOH, 1.4 kg, 35 mol, 2.0 equiv) and water (7 L) and the resulting solution was treated with 1,4-dioxa-8-azaspiro[4.5]decane hydrochloride (3.13 kg, 17.43 mol) at ambient temperature. The resulting mixture was then stirred at ambient temperature for 30 minutes before being saturated with solid sodium chloride (1.3 kg) and extracted with 2-methyl-tetrahydrofuran (3×7 L). The combined organic phase was dried with anhydrous sodium sulfate (Na2SO4, 1.3 kg) and concentrated under reduced pressure (70 mmHg) at 50° C. after removal of the drying reagent, sodium sulfate (Na2SO4), by filtration. The yellow oil thus obtained was distilled under reduced pressure (80 mmHg, by 115 to 120° C.) to afford 1,4-dioxa-8-azaspiro[4.5]decane (2.34 kg, 2.496 kg theoretical, 93.8%) as a clear oil, which was used directly in the subsequent coupling reaction.

후처리

  1. customTo a 30 L reactor equipped with a mechanic stirrer, an addition funnel
  2. extractionextracted with 2-methyl-tetrahydrofuran (3×7 L)
  3. dry with materialThe combined organic phase was dried with anhydrous sodium sulfate (Na2SO4, 1.3 kg)
  4. concentrationconcentrated under reduced pressure (70 mmHg) at 50° C.
  5. customafter removal of the drying reagent, sodium sulfate (Na2SO4)
  6. filtrationby filtration
  7. customThe yellow oil thus obtained
  8. distillationwas distilled under reduced pressure (80 mmHg, by 115 to 120° C.)

출처 및 근거

ORD 기록
ord-0d124a7bb7c94b7ca2d0ff33af45ef20
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221845B2

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