Triethylamine → 3-Bromo-4-fluorobenzyl methanesulfonate

HRID 83876

반응식

HRID 83876 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[CH:6][C:7]=1[F:8].CCN(CC)CC.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl>[CH3:18][S:19]([O:10][CH2:9][C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Br:1])[CH:3]=1)(=[O:21])=[O:20]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 27733513-Bromo-4-fluorobenzyl Alcohol

생성물 1

HCID 598548133-Bromo-4-fluorobenzyl methanesulfonate수율 82.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (3-bromo-4-fluorophenyl)methanol (53 g, 0.258 mol) in DCM (500 mL) at 0° C. was added Et3N (108 mL, 775 mmol, 3 eq) and methanesulfonyl chloride (24 mL, 310 mmol, 1.2 eq) successively. After stirring 30 min, the reaction mixture was partitioned in DCM and water. The organic layer was dried over MgSO4 and evaporated in vacuo to give 3-bromo-4-fluorobenzyl methanesulfonate (60 g), which used to the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 7.65-7.62 (m, 1H), 7.37-7.33 (m, 1H), 7.16 (t, J=4.4 Hz, 1H), 5.17 (s, 2H), 2.99 (s, 3H).

후처리

  1. customthe reaction mixture was partitioned in DCM
  2. dry with materialThe organic layer was dried over MgSO4
  3. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-ec7499c6f61a4e40a8ae183568bf4d73
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846739B2

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