Ammonium Chloride → 7-(2-Hexyl-5-keto-cyclopentyl)-heptanoic acid, methyl ester

HRID 330104Notes

Reaction equation

HRID 330104 reaction equation
[O:1]=[C:2]1[C:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH2:4][CH2:3]1.[Cl-].[NH4+]>>[CH2:7]([CH:5]1[CH2:4][CH2:3][C:2](=[O:1])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH2:6][CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 2777884Methyl 5-oxocyclopent-1-ene-1-heptanoate

Product 1

HCID 214205217-(2-Hexyl-5-keto-cyclopentyl)-heptanoic acid, methyl ester

Conditions

Temperature
-20 °C

Procedure

The mixture is cooled to -20° C. and the methyl ester (VII) (30 g; 0.134 mole) is added dropwise, at the end of which a saturated ammonium chloride solution is added slowly. The phases are separated, the organic phase is washed to neutrality yielding a pale yellow oil (40.7 g; yield=98%).

Workup

  1. additionis added slowly
  2. customThe phases are separated
  3. washthe organic phase is washed
  4. customto neutrality yielding a pale yellow oil (40.7 g; yield=98%)

Sources & evidence

ORD record
ord-db0d25b1a59b4fcf91173aecff6f6c98
Source dataset
uspto-grants-1990_01
Patent number
US04894473

Reaction notes

Loading…