Hydrochloric Acid → HCID 14294712, compound

HRID 464102Notes

Reaction equation

HRID 464102 reaction equation
Cl.[Na+].[Cl-].C([O:6][CH2:7][CH3:8])C.[CH3:9][OH:10].[CH:11](Cl)(Cl)Cl.[CH2:15]1[CH2:19]O[CH2:17][CH2:16]1>>[CH2:16]([CH:15]1[CH2:19][CH2:11][C:9](=[O:10])[CH2:8][C:7]1=[O:6])[CH3:17]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 5234Sodium ChlorideHCID 8028TetrahydrofuranHCID 21584188Chloroform methanol

Product 1

HCID 14294712HCID 14294712, compound

Procedure

To a solution of the ketone prepared in Example 4a (1.6 g, 9.5 mM) in 10 ml of THF was added 30 ml of 10% aqueous HCl at room temperature. The mixture was stirred vigorously at room temperature for 3 hours. The aqueous phase was saturated with NaCl, diethyl ether was added and the layers separated. After a single wash with an equal volume of brine, the organic phase was dried (MgSO4) and then concentrated to leave a very viscous light yellow gum; tlc, Rf =0.06, silica gel, methanol:chloroform (1:19).

Workup

  1. additionwas added
  2. customthe layers separated
  3. washAfter a single wash with an equal volume of brine
  4. dry with materialthe organic phase was dried (MgSO4)
  5. concentrationconcentrated
  6. customto leave a very viscous light yellow gum

Sources & evidence

ORD record
ord-59b8af2438444e52aa81ffbee48e9a98
Source dataset
uspto-grants-1985_10
Patent number
US04546104

Reaction notes

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