Lithium hydroxide, monohydrate → 5-[(4-Phenylphenoxy)methyl]furan-2-carboxylic acid

HRID 1176763노트

반응식

HRID 1176763 반응식
O.[OH-].[Li+].C[O:5][C:6]([C:8]1[O:9][C:10]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:17][CH:16]=2)=[CH:11][CH:12]=1)=[O:7]>O.O1CCCC1>[C:18]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:10]2[O:9][C:8]([C:6]([OH:7])=[O:5])=[CH:12][CH:11]=2)=[CH:20][CH:19]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 586917Methyl 5-[(4-phenylphenoxy)methyl]furan-2-carboxylate

생성물 1

HCID 46831535-[(4-Phenylphenoxy)methyl]furan-2-carboxylic acid수율 84%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of lithium hydroxide monohydrate (5.10 g, 121.5 mmol) in water (50 mL) was added to a solution of 5-(biphenyl-4-yloxymethyl)-furan-2-carboxylic acid methyl ester (15.00 g, 48.6 mmol) in tetrahydrofuran (450 mL). The reaction mixture was stirred at room temperature for 72 h. The solvents were evaporated and water was added. The mixture was extracted three times with ether. Insoluble white solid was filtered off. The pH of the aqueous solution was adjusted to 3 and the resulting mixture was extracted with ethyl acetate (3×500 mL). The combined organic layers were washed with 50% saturated brine and then evaporated under reduced pressure to give 5-(biphenyl-4-yloxymethyl)-furan-2-carboxylic acid (12.0 g, 84%) as a white solid.

후처리

  1. customThe solvents were evaporated
  2. additionwater was added
  3. extractionThe mixture was extracted three times with ether
  4. filtrationInsoluble white solid was filtered off
  5. extractionthe resulting mixture was extracted with ethyl acetate (3×500 mL)
  6. washThe combined organic layers were washed with 50% saturated brine
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-72f022ea5d57418baaef7fb36a2f91a6
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842825B2

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