4-Phenylcyclohexanone → HCID 178521548, 화합물

HRID 715563

반응식

HRID 715563 반응식
[C:1]1([CH:7]2[CH2:12][CH2:11][C:10](=[O:13])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([C@H:7]2[CH2:8][CH2:9][C@H:10]([OH:13])[CH2:11][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 786054-PhenylcyclohexanoneHCID 4311764Sodium borohydride

생성물 1

HCID 178521548HCID 178521548, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

4-Phenylcyclohexanone (4 g) is dissolved under argon in MeOH (25 mL), cooled to 0° C. and treated portionwise with NaBH4 (900 mg). The mixture is stirred for 12 hours while warming to room temperature. The mixture is concentrated and then treated dropwise with water (10 mL). Then concentrated hydrochloric acid (8 mL) is added dropwise. The mixture is extracted with ethylacetate and the organic phase is washed with brine and dried (Na2SO4). The solvents are evaporated and the residue is crystallized from cyclohexane to give the title compound. TLC: rf=0.52 (silicagel, dichloromethane/ethanol 19:1).

후처리

  1. temperaturewhile warming to room temperature
  2. concentrationThe mixture is concentrated
  3. additiontreated dropwise with water (10 mL)
  4. additionThen concentrated hydrochloric acid (8 mL) is added dropwise
  5. extractionThe mixture is extracted with ethylacetate
  6. washthe organic phase is washed with brine
  7. dry with materialdried (Na2SO4)
  8. customThe solvents are evaporated
  9. customthe residue is crystallized from cyclohexane

출처 및 근거

ORD 기록
ord-9d9563f3f3a34bc8896e1af91df73b00
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187477B2

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