Triethylamine → 3-Bromo-4-fluorobenzyl methanesulfonate

HRID 1627361ノート

反応式

HRID 1627361 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 598548133-Bromo-4-fluorobenzyl methanesulfonate収率 82.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-51697886bc774fe59356f08be41379f8
出典データセット
uspto-grants-2014_07
特許番号
US08785488B2

反応ノート

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