Hydrochloric Acid → 4-(cis-4-Hydroxycyclohexyl)phenol

HRID 2220002노트

반응식

HRID 2220002 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].Cl>CO>[OH:14][CH:11]1[CH2:10][CH2:9][CH:8]([C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)[CH2:13][CH2:12]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 45989164-(4'-Hydroxyphenyl)cyclohexanone

생성물 1

HCID 101764984-(cis-4-Hydroxycyclohexyl)phenol수율 87%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

10 g (0.052 mol) of 4-(4-Hydroxy-phenyl)-cyclohexanone is dissolved in 300 mL of methanol. 2.13 g (0.058 mol) of NaBH4 is added at room temperature by small portion for 2 hours. After stirring over night, the mixture is cooled using an ice-water bath, then hydrolysed with a solution of 10% HCl aqueous solution. The solution is extracted several times with ethyl acetate. The resulting organic phase is washed with water, dried over magnesium sulfate, then concentrated under reduced pressure. The residue recrystallised from ethanol gives pure white crystals (8.7 g, 87% yield).

후처리

  1. temperaturethe mixture is cooled
  2. extractionThe solution is extracted several times with ethyl acetate
  3. washThe resulting organic phase is washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue recrystallised from ethanol

출처 및 근거

ORD 기록
ord-d92ced5a02524aa68a92a454c1c763b7
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07416682B2

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