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

HRID 2220002ノート

反応式

HRID 2220002 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 101764984-(cis-4-Hydroxycyclohexyl)phenol収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d92ced5a02524aa68a92a454c1c763b7
出典データセット
uspto-grants-2008_08
特許番号
US07416682B2

反応ノート

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