Hydrochloric Acid → HCID 12831589, compound

HRID 1446816Notes

Reaction equation

HRID 1446816 reaction equation
[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2([OH:24])[CH2:23][CH2:22][C:17]3(OCC[O:18]3)[CH2:16][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>CO>[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2([OH:24])[CH2:23][CH2:22][C:17](=[O:18])[CH2:16][CH2:15]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12831588HCID 12831588, compound

Product 1

HCID 12831589HCID 12831589, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4.22 g of 8-[2-(phenylmethyl)phenyl]-1,4-dioxaspiro[4.5]decan-8-ol of Example 3 in 120 ml of methanol is added 10 ml of 5% HCl, and the mixture is stirred at room temperature for 31/2 hours. The solvent is removed under reduced pressure, and 200 ml of water and 10 ml of 5% NaOH are added. The product is collected, washed with water and dried over P2O5 and then recrystallized from 35 ml of methanol to give 2.40 g (64.9% yield) of 1-[2-(phenylmethyl)phenyl]-4-oxocyclohexanol, m.p. 138.5°-139.5° C.

Workup

  1. customThe solvent is removed under reduced pressure, and 200 ml of water and 10 ml of 5% NaOH
  2. additionare added
  3. customThe product is collected
  4. washwashed with water
  5. dry with materialdried over P2O5
  6. customrecrystallized from 35 ml of methanol

Sources & evidence

ORD record
ord-764210bf85ec491db06e9600d6762043
Source dataset
uspto-grants-1982_02
Patent number
US04313959

Reaction notes

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