Triethylamine → Benzyl (1,4-dioxan-2-ylmethyl)methylcarbamate

HRID 1987098노트

반응식

HRID 1987098 반응식
Cl.[O:2]1[CH2:7][CH2:6][O:5][CH2:4][CH:3]1[CH2:8][NH:9][CH3:10].[CH:11]1[CH:16]=[CH:15][C:14]([CH2:17][O:18][C:19](Cl)=[O:20])=[CH:13][CH:12]=1.C(N(CC)CC)C>ClCCl>[O:2]1[CH2:7][CH2:6][O:5][CH2:4][CH:3]1[CH2:8][N:9]([CH3:10])[C:19](=[O:20])[O:18][CH2:17][C:14]1[CH:15]=[CH:16][CH:11]=[CH:12][CH:13]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 66972118(1,4-Dioxan-2-ylmethyl)methylamine hydrochloride

생성물 1

HCID 66972115Benzyl (1,4-dioxan-2-ylmethyl)methylcarbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-(1,4-dioxan-2-yl)-N-methylmethanamine hydrochloride (4.83 g, 29 mmol) was dissolved in 100 mL dichloromethane. Benzyl chloridocarbonate (4.9 mL, 35 mmol) and triethylamine (10 mL, 72 mmol) were added. The solution was stirred at ambient temperature. After 12 hours, the solution was concentrated, then diluted with ethyl acetate, and washed with saturated sodium bicarbonate and water. The organic layer was separated, dried with magnesium sulfate, filtered, concentrated in vacuo, and purified by silica chromatography (0-100% ethyl acetate/hexanes gradient) to afford the title compound (racemic mixture).

후처리

  1. concentrationthe solution was concentrated
  2. additiondiluted with ethyl acetate
  3. washwashed with saturated sodium bicarbonate and water
  4. customThe organic layer was separated
  5. dry with materialdried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. custompurified by silica chromatography (0-100% ethyl acetate/hexanes gradient)

출처 및 근거

ORD 기록
ord-a17ec260842f4882b1e0dc5adf8f1eb8
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07550478B2

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