Ammonium Chloride → HCID 19429708, compound

HRID 1078516Notes

Reaction equation

HRID 1078516 reaction equation
[CH3:1][C:2]1([C:8]2[CH:9]=[C:10](/[C:16](/[CH3:27])=[CH:17]/[C:18]3[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=3)[CH:11]=[CH:12][C:13]=2[O:14][CH3:15])[CH2:7]CCC[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+]>>[C:2]([C:8]1[CH:9]=[C:10](/[C:16](/[CH3:27])=[CH:17]/[C:18]2[CH:26]=[CH:25][C:21]([CH2:22][OH:23])=[CH:20][CH:19]=2)[CH:11]=[CH:12][C:13]=1[O:14][CH3:15])([CH3:7])([CH3:1])[CH3:3]

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 10666483HCID 10666483, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19429708HCID 19429708, compound

Procedure

1.41 g (4.35 mmol) of the acid obtained in Example 29 are treated with 330 mg of lithium aluminium hydride. The reaction mixture is refluxed for 2 h 30 min and it is then treated with a saturated ammoniumchloride solution and then extracted with 300 ml of ether. After drying and evaporation of the organic phase, the residue is recrystallized from hexane to give 1.21 g (90%) of the expected derivative which melts at 88°-90° C.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 h 30 min
  2. extractionextracted with 300 ml of ether
  3. customAfter drying
  4. customevaporation of the organic phase
  5. customthe residue is recrystallized from hexane
  6. customto give 1.21 g (90%) of the expected derivative which melts at 88°-90° C.

Sources & evidence

ORD record
ord-361b97e1e64a42e8b77f2298eb372ac8
Source dataset
uspto-grants-1996_08
Patent number
US05547983

Reaction notes

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