Hydrochloric Acid → Cyclohexanone, 4-[(phenylmethoxy)methyl]-

HRID 1197550Notes

Reaction equation

HRID 1197550 reaction equation
[C:1]1([CH2:7][O:8][CH2:9][CH:10]2[CH2:21][CH2:20][C:13]3(C(=O)CCC3=O)[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[O:23]1CCCC1>>[C:1]1([CH2:7][O:8][CH2:9][CH:10]2[CH2:21][CH2:20][C:13](=[O:23])[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 19106995HCID 19106995, compound

Product 1

HCID 10443381Cyclohexanone, 4-[(phenylmethoxy)methyl]-Yield 73%

Procedure

A solution of the compound of Example 106 (18.43 g, 70.2 mmol) in tetrahydrofuran (400 ml) was added 50 ml of a 2% aqueous HCl solution and stirred for 24 hours. The mixture was concentrated in vacuo and the residual solution layered with ether. The ether layer was dried (MgSO4), concentrated in vacuo, then chromatographed to give 11.16 g (73% yield) of the title compound as a colorless oil.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dry with materialThe ether layer was dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customchromatographed

Sources & evidence

ORD record
ord-3a1e60b3d1ba4aaebbb11e23b5e43e25
Source dataset
uspto-grants-1994_01
Patent number
US05276053

Reaction notes

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