Potassium Carbonate → Methyl 2-(4-phenoxybut-1-yloxy)-phenylacetate

HRID 1085336ノート

反応式

HRID 1085336 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10].C(=O)([O-])[O-].[K+].[K+].[O:19]([CH2:26][CH2:27][CH2:28][CH2:29]Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O.C(OCC)C>[O:19]([CH2:26][CH2:27][CH2:28][CH2:29][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 70986(4-Bromobutoxy)benzeneHCID 89719Methyl (2-hydroxyphenyl)acetate

生成物 1

HCID 14550847Methyl 2-(4-phenoxybut-1-yloxy)-phenylacetate

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

28.2 g (0.17 mole) of methyl 2-hydroxyphenylacetate, 25.8 g (0.19 mole) of potassium carbonate and 38.9 g (0.17 mole) of 4-phenoxybutyl bromide in 400 ml of dimethylformamide are stirred for 24 hours at 70° C. Thereafter, the solvent is stripped off and the residue is taken up in diethyl ether. The solution is extracted several times with water and saturated sodium carbonate solution and the organic phase is dried over MgSO4. The oil obtained after removal of the solvent is purified by chromatography over silica gel (cyclohexane/ethyl acetate). Yield: 31 g (58%).

後処理

  1. extractionThe solution is extracted several times with water and saturated sodium carbonate solution
  2. dry with materialthe organic phase is dried over MgSO4
  3. customThe oil obtained
  4. customafter removal of the solvent
  5. customis purified by chromatography over silica gel (cyclohexane/ethyl acetate)

出典と根拠

ORDレコード
ord-c21204cd35e44371820de599ad217de2
出典データセット
uspto-grants-1991_04
特許番号
US05008438

反応ノート

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