Ammonium Chloride → HCID 12241058, compound

HRID 1287701Notes

Reaction equation

HRID 1287701 reaction equation
[C:1]([C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl-].[NH4+]>C(OCC)C>[Cl:18][C:16]1[CH:15]=[CH:14][C:10]([CH2:11][OH:12])=[C:9]([CH:17]=1)[CH:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 122052902-Benzoyl-4-chlorobenzoic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 12241058HCID 12241058, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A suspension of 120 g. of 2-benzoyl-4-chlorobenzoic acid in 900 ml. of anhydrous ethyl ether is added dropwise to 41 g. LiAlH4 suspended in 700 ml. of anhydrous ethyl ether with stirring at about 0° C. When the addition is completed, the mixture is stirred for 4 hours at room temperature and the reaction complex is decomposed by adding 125 ml. of 20% ammonium chloride with stirring. The inorganic precipitate is filtered off and washed with ethyl ether. The ether solutions are combined, dried over sodium sulfate and evaporated to dryness. The oily residue is triturated with light petroleum and the solid obtained is crystallized from diisopropyl ether. M.p. 102°-107° C. Yield 105 g.

Workup

  1. additionA suspension of 120 g
  2. additionWhen the addition
  3. additionby adding 125 ml
  4. filtrationThe inorganic precipitate is filtered off
  5. washwashed with ethyl ether
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customThe oily residue is triturated with light petroleum
  9. customthe solid obtained
  10. customis crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-30497a97917041b8b924a9d1e5f43a46
Source dataset
uspto-grants-1976_10
Patent number
US03985811

Reaction notes

Loading…