Triethylamine → HCID 86697766, 화합물

HRID 2279829노트

반응식

HRID 2279829 반응식
[CH2:1]([O:8][CH2:9][C:10]1([CH2:14][OH:15])[CH2:13][O:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[CH3:23][S:24]([O:15][CH2:14][C:10]1([CH2:9][O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][O:12][CH2:11]1)(=[O:26])=[O:25]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 20063122(3-((Benzyloxy)methyl)oxetan-3-yl)methanol

생성물 1

HCID 86697766HCID 86697766, 화합물수율 523.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

An ice cooled solution of (3-(benzyloxymethyl)oxetan-3-yl)methanol (Example 44E, 1.00 g, 4.80 mmol) in DCM (5.14 mL) was treated with triethylamine (1.31 mL, 9.43 mmol) and methanesulfonyl chloride (0.438 mL, 5.66 mmol) and gradually allowed to warm up to rt over 16 hrs. The mixture was diluted with DCM, washed with saturated aqueous NaHCO3 solution (1×), brine (2×), dried over anhydrous sodium sulfate, filtered, concentrated in vacuo to a solid to afford 7.2 g of the title compound (100%). The crude product was used in next step without further purification. 1H NMR (400 MHz, CD3OD) δ 7.23-7.38 (m, 5H), 4.58 (s, 2H), 4.46-4.54 (m, 6H), 3.74 (s, 2H), 3.09 (s, 3H).

후처리

  1. washwashed with saturated aqueous NaHCO3 solution (1×), brine (2×)
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo to a solid

출처 및 근거

ORD 기록
ord-ec4f16da38ed4709bc8b95f3850f12df
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133224B2

반응 노트

불러오는 중…