Water → Dimethyl (m-phenylbenzyl)malonate

HRID 483986

반응식

HRID 483986 반응식
[C:1]([O:8][CH3:9])(=[O:7])[CH2:2][C:3]([O:5][CH3:6])=[O:4].[C:10]1([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH2:19]Br)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C[O-].[Na+].O>CO>[C:10]1([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH2:19][CH:2]([C:1]([O:8][CH3:9])=[O:7])[C:3]([O:5][CH3:6])=[O:4])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7943Dimethyl malonateHCID 38644053-(Bromomethyl)biphenylHCID 10942334Sodium Methoxide

생성물 1

HCID 21275952Dimethyl (m-phenylbenzyl)malonate수율 59.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

Solutions of dimethyl malonate (1.32 g) in dry methanol (5 ml) and 3-phenylbenzyl bromide (2.47 g) in dry methanol (5 ml, hot solution) were added successively to a stirred solution of sodium methoxide [from sodium (0.23 g) and dry methanol (20 ml)]. The resulting mixture was stirred for 2 hours at room temperature and for 2 hours under reflux, then poured into water and extracted with ether. The extracts were washed with water, dried, concentrated and purified by column chromatography using a 1:1 mixture of dichloromethane and 40°-60° C. petrol as eluant to give dimethyl (m-phenylbenzyl)malonate (1.77 g, 59%) as a yellow oil, IR (film): 1 755 and 1 740 cm-1.

후처리

  1. temperatureunder reflux
  2. extractionextracted with ether
  3. washThe extracts were washed with water
  4. customdried
  5. concentrationconcentrated
  6. custompurified by column chromatography
  7. additiona 1:1 mixture of dichloromethane and 40°-60° C. petrol as eluant

출처 및 근거

ORD 기록
ord-c964226946174385b734a2a496211854
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05229393

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