Benzyl Alcohol → Benzyl mesylate

HRID 614562

반응식

HRID 614562 반응식
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>ClCCl>[CH3:16][S:17]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:19])=[O:18]

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

생성물 1

HCID 148757Benzyl mesylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To an ice cooled solution of 54 g (0.5 mol) of benzyl alcohol and 75.75 g (104.3 ml, 0.75 mol) of triethylamine in 1800 ml of dichloromethane is added dropwise 63 g (42.57 ml, 0.55 mol) of methanesulfonyl chloride. The temperature of the reaction mixture during the addition is ca. 10°. The reaction mixture is then stirred for 1.5 hours at 10°. The reaction mixture is then diluted with dichloromethane, washed with ice water, cold 10% HCl, saturated KHCO3, saturated NaCl and dried (MgSO4). Solvent is removed in vacuo to yield the benzyl methanesulfonate as an oil.

후처리

  1. additionThe temperature of the reaction mixture during the addition
  2. customis ca. 10°
  3. washwashed with ice water, cold 10% HCl, saturated KHCO3, saturated NaCl
  4. dry with materialdried (MgSO4)
  5. customSolvent is removed in vacuo

출처 및 근거

ORD 기록
ord-142440ae98ad4ede98e4142a5d04f31d
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04145433

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