4-Hydroxybenzaldehyde → Ethyl 2-(4-formylphenoxy)-2-methylpropanoate

HRID 338794노트

반응식

HRID 338794 반응식
C(O[Na])C.[OH:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=1.Br[C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[CH:10]([C:9]1[CH:12]=[CH:13][C:6]([O:5][C:15]([CH3:22])([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:7][CH:8]=1)=[O:11]

참가 물질

5

반응물 3

HCID 1264-HydroxybenzaldehydeHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 178474001HCID 178474001, 화합물

생성물 1

HCID 13134808Ethyl 2-(4-formylphenoxy)-2-methylpropanoate수율 41.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In an ethanol solvent, 1 N ethoxy sodium (NaOEt) (1.1 eq.) was added dropwise to 4-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 97a.

후처리

  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

출처 및 근거

ORD 기록
ord-9465d273e00e468e9afaf57d783dafdc
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889881B2

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