4-Phenylcyclohexanone → HCID 178521548、化合物

HRID 715563

反応式

HRID 715563 の反応式
[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

参加物

4

反応物 2

HCID 786054-PhenylcyclohexanoneHCID 4311764Sodium borohydride

生成物 1

HCID 178521548HCID 178521548、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9d9563f3f3a34bc8896e1af91df73b00
出典データセット
uspto-grants-2015_11
特許番号
US09187477B2

関連ノート

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