Benzyl Bromide → HCID 18782009, 화합물

HRID 1420538노트

반응식

HRID 1420538 반응식
[CH3:1][S:2][CH:3]1[NH:6][C:5](=[O:7])[CH2:4]1.[H-].[Na+].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1COCC1>[CH3:1][S:2][CH:3]1[N:6]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5](=[O:7])[CH2:4]1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 126772484-(Methylsulfanyl)azetidin-2-one

생성물 1

HCID 18782009HCID 18782009, 화합물수율 55.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

A solution of 4-methylthioazetidin-2-one (1.0 g, 8.53 mmol) in dry THF (10 ml) was added dropwise to a suspension of NaH (0.35 g, 8.63 mmol) in dry THF (5 ml) at -20° C. under an inert atmosphere. Benzyl bromide (1.46 g, 8.53 mmol) in dry THF (10 ml) was added dropwise over 15 minutes at -55° C. The resultant mixture was stirred for 2 hours at room temperature, poured onto ice/water (50 g) and filtered, washed with brine and water, dried (MgSO4), and evaporated under reduced pressure to a yellow oil (1.62 g). This was purified by flash chromatography on silica gel eluted with petroleum ether/ethyl acetate to give a yellow solid (0.98 g, 55%), m.p. 26-28° C.

후처리

  1. additionpoured onto ice/water (50 g)
  2. filtrationfiltered
  3. washwashed with brine and water
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure to a yellow oil (1.62 g)
  6. customThis was purified by flash chromatography on silica gel
  7. washeluted with petroleum ether/ethyl acetate

출처 및 근거

ORD 기록
ord-ab42f6f61b5447e38a7da9c9fcacd801
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071899

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