3-Hydroxybenzaldehyde → Ethyl 2-(3-formylphenoxy)-2-methylpropanoate

HRID 1748982ノート

反応式

HRID 1748982 の反応式
C(O[Na])C.[OH:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10].Br[C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[CH:9]([C:8]1[CH:7]=[C:6]([CH:13]=[CH:12][CH:11]=1)[O:5][C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:10]

参加物

5

反応物 3

HCID 1013-HydroxybenzaldehydeHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 178474001HCID 178474001、化合物

生成物 1

HCID 18766496Ethyl 2-(3-formylphenoxy)-2-methylpropanoate収率 59%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In an ethanol solvent, 1 N ethoxy sodium (NaOEt) (1.1 eq.) was added dropwise to 3-hydroxybenzaldehyde (1.0 eq.) and ethyl α-bromoisobutyrate (1.1 eq.), and the reaction mixture was refluxed. After the ethanol was evaporated, the residual was distributed between ethyl acetate and water, and an organic layer was dried by using MgSO4, filtered, and evaporated. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (8:1) to obtain Compound 97b.

後処理

  1. temperaturethe reaction mixture was refluxed
  2. customAfter the ethanol was evaporated
  3. customan organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residual was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-23faa93c43be42a7aaf4810609a926b0
出典データセット
uspto-grants-2015_10
特許番号
US09155690B2

反応ノート

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