Dichloromethane → Methyl 2-(bromomethyl)-6-chlorobenzoate

HRID 577214노트

반응식

HRID 577214 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.ClCCl>C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:2]([Cl:1])[C:3]=1[C:4]([O:6][CH3:7])=[O:5]

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 22935202Methyl 2-chloro-6-methylbenzoate

생성물 1

HCID 22935208Methyl 2-(bromomethyl)-6-chlorobenzoate수율 95.1%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of methyl 2-chloro-6-methylbenzoate (3.0 g, 16.2 mmol), N-bromosuccinimide (3.0 g, 17.0 mmol), and benzoyl peroxide (catalytic) in anhydrous carbon tetrachloride (50 mL) was stirred at reflux overnight. Dichloromethane (50 mL) was added after cooling to room temperature. The mixture was extracted with 1 N NaOH (2×100 mL). The organic layer was recovered, dried over MgSO4, filtered, and evaporated, and the residue was dried in vacuo, affording methyl 2-(bromomethyl)-6-chlorobenzoate (4.06 g, 95% yield), which was used without further purification.

후처리

  1. temperatureat reflux overnight
  2. extractionThe mixture was extracted with 1 N NaOH (2×100 mL)
  3. customThe organic layer was recovered
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customthe residue was dried in vacuo

출처 및 근거

ORD 기록
ord-dec41500a3e9461d8c2b05b2034aa94c
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040538B2

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