2-Methyl-4-nitrophenol → Ethyl 4-nitro-2-methylphenoxyacetate

HRID 54986

反応式

HRID 54986 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([CH3:11])[CH:5]=1)([O-:3])=[O:2].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:6]([CH3:11])[CH:5]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 74422-Methyl-4-nitrophenolHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

生成物 1

HCID 19957133Ethyl 4-nitro-2-methylphenoxyacetate収率 102%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

The product was prepared by procedures which are well known in the art, that is, by the alkylation of 4-nitro-2-methylphenol (2.508 g, 0.0164 mol) with ethyl bromoacetate (3.00 g, 0.018 mol) in acetonitrile (50 mL) in the presence of potassium carbonate (2.76 g) to afford ethyl 4-nitro-2-methylphenoxyacetate (4.0 g, 100%); hydrogenation of the latter (4.0 g, 0.0164 mol) in ethanol (250 mL) in the presence of 10% palladium on carbon (1.0 g) to afford ethyl 4-amino-2-methylphenoxyacetate; which was then dissolved in CH2Cl2 (50 mL) and treated with pyridine (4.0 mL), followed by methanesulfonyl chloride (1.88 g) in CH2Cl2 (5.0 mL) to afford 3.27 g (69.4%) of N-[4-(ethoxycarbonylmethoxy)-3-(methyl)phenyl]methanesulfonamide, m.p. 83°-84° C., after purification by column chromatography on silica.

後処理

  1. customThe product was prepared by procedures which

出典と根拠

ORDレコード
ord-8bc7448b097b4590888727180505abaa
出典データセット
uspto-grants-1997_04
特許番号
US05624922

関連ノート

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