Ethyl Acetate → [4-Methyl-2-(1-methyl-cyclohexyl)-oxazol-5-yl]-methanol

HRID 2233282노트

반응식

HRID 2233282 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([C:12]1[O:16][C:15]([C:17]2([CH3:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[N:14][C:13]=1[CH3:24])=O)C.C(OCC)(=O)C.[Cl-].[NH4+]>O1CCCC1>[CH3:24][C:13]1[N:14]=[C:15]([C:17]2([CH3:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[O:16][C:12]=1[CH2:10][OH:9]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 59295389HCID 59295389, 화합물

생성물 1

HCID 59295381[4-Methyl-2-(1-methyl-cyclohexyl)-oxazol-5-yl]-methanol수율 92.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

0.30 g Lithium aluminum hydride was dissolved in 10 ml dry tetrahydrofuran. 2.0 g 4-Methyl-2-(1-methyl-cyclohexyl)-oxazole-5-carboxylic acid ethyl ester, dissolved in 20 ml tetrahydrofuran, were added. The reaction mixture was stirred at room temperature over a period of one hour, then 50 ml ethyl acetate and 50 ml saturated ammonium chloride solution were added to the ice cooled mixture. The reaction mixture was extracted five times with portions of 60 ml of ethyl acetate. The combined organic layers were dried over MgSO4 and the solvent removed under reduced pressure to provide 1.54 g [4-Methyl-2-(1-methyl-cyclohexyl)-oxazol-5-yl]-methanol as an oil.

후처리

  1. additionwere added
  2. temperaturecooled mixture
  3. extractionThe reaction mixture was extracted five times with portions of 60 ml of ethyl acetate
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-22b61c25ccd54767a7625da80fd4d733
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709481B2

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