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Triethylamine → HCID 86604086, 화합물

HRID 455850
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HRID 455850 반응식
[CH2:1]1[C@@H:6]2[CH2:7][CH2:8][CH2:9][N:5]2[CH2:4][C@@H:3]([CH2:10][OH:11])[O:2]1.C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl>[CH3:19][S:20]([O:11][CH2:10][C@H:3]1[O:2][CH2:1][C@@H:6]2[CH2:7][CH2:8][CH2:9][N:5]2[CH2:4]1)(=[O:22])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 45088535HCID 45088535, 화합물

생성물 1

HCID 86604086HCID 86604086, 화합물수율 80.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(3S,8aS)-Hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-ylmethanol (1.00 g, 6.37 mmol) was dissolved in dichloromethane (10 mL) and triethylamine (2.4 mL, 17.3 mmol) was added at 0° C. followed by dropwise addition of methanesulfonyl chloride (0.93 mL, 12.0 mmol). The solution was warmed to room temperature and stirred for 1.25 h and then was concentrated in vacuo. The residue was partitioned between ethyl acetate and saturated sodium bicarbonate solution. The organic portion was washed with saturated sodium bicarbonate solution. The combined aqueous portion was extracted with ethyl acetate. The combined organic portion was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford (3S,8aS)-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-ylmethyl methanesulfonate as an orange-brown oil (1.20 g, 5.1 mmol, 80% yield). MS (EI) for C9H17NO4S: 236 (MH+).

후처리

  1. concentrationwas concentrated in vacuo
  2. customThe residue was partitioned between ethyl acetate and saturated sodium bicarbonate solution
  3. washThe organic portion was washed with saturated sodium bicarbonate solution
  4. extractionThe combined aqueous portion was extracted with ethyl acetate
  5. washThe combined organic portion was washed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5d46865f9d24491c823f80ae0a24ebc9
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497284B2

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