Lithium Hydroxide → 4-Carboxymethyl-phenoxy-2-methyl-propionic acid tert-butyl ester

HRID 1242478노트

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HRID 1242478 반응식
[C:1]([O:5][C:6](=[O:22])[C:7]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20]C)=[O:19])=[CH:13][CH:12]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].OC1C=CC(CC(OC)=O)=CC=1.BrC(C)(C)C(OC(C)(C)C)=O.[Li+].[OH-].Cl.O>O1CCOCC1>[C:1]([O:5][C:6](=[O:22])[C:7]([O:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:15][CH:16]=1)([CH3:9])[CH3:8])([CH3:2])([CH3:3])[CH3:4]

참가 물질

7

반응물 5

HCID 3939Lithium HydroxideHCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl esterHCID 21885828Hydrate;hydrochlorideHCID 670720912-(4-Methoxycarbonylmethyl-phenoxy)-2-methyl-propionic acid tert-butyl ester

생성물 1

HCID 670720574-Carboxymethyl-phenoxy-2-methyl-propionic acid tert-butyl ester수율 100.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

6.27 g (20.3 mmol) of 2-(4-methoxycarbonylmethyl-phenoxy)-2-methyl-propionic acid tert-butyl ester (prepared from methyl 4-hydroxyphenylacetate and tert-butyl alpha-bromoisobutyrate, in analogy to the procedure described in example 52A]) was dissolved in 100 ml of dioxane; to the stirred solution, 40.7 ml of 1N LiOH solution was added drop by drop. After 30 min., the reaction mixture was poured into crashed ice, the pH was adjusted to <3 with HCl/H2O and it was extracted twice with AcOEt. The combined organic phases were washed with water, dried over anhydrous magnesium sulfate and evaporated to give 6.01 g of the title compound as a light yellow solid.

후처리

  1. additionthe reaction mixture was poured
  2. extractionwas extracted twice with AcOEt
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-ae65bfb14f644be7ae9e4ce3f347432b
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115611B2

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