Ethanol → Clindamycin

HRID 2386153Notes

Reaction equation

HRID 2386153 reaction equation
C(O)C.[OH-].[Na+].[CH3:6][CH2:7][CH2:8][C@H:9]1[CH2:13][N:12]([CH3:14])[C@H:11]([C:15]([NH:17][C@H:18]([C@@H:34]([Cl:36])[CH3:35])[C@H:19]2[O:24][C@H:23]([S:25][CH3:26])[C@H:22]([O:27]P(O)(O)=O)[C@@H:21]([OH:32])[C@H:20]2[OH:33])=[O:16])[CH2:10]1.C(O)C(O)C>O.O.O.C([O-])(=O)C.[Zn+2].C([O-])(=O)C.C([O-])(=O)C.[Zn+2].C([O-])(=O)C>[CH3:6][CH2:7][CH2:8][C@H:9]1[CH2:13][N:12]([CH3:14])[C@H:11]([C:15]([NH:17][C@H:18]([C@@H:34]([Cl:36])[CH3:35])[C@H:19]2[O:24][C@H:23]([S:25][CH3:26])[C@H:22]([OH:27])[C@@H:21]([OH:32])[C@H:20]2[OH:33])=[O:16])[CH2:10]1

Participants

8

Reactant 4

HCID 702Ethanol2×HCID 1030Propylene GlycolHCID 14798Sodium HydroxideHCID 443385Clindamycin phosphate2×

Product 1

HCID 446598Clindamycin

Reagents, catalysts & solvents 3

HCID 11192Zinc AcetateCatalystHCID 2724192Zinc acetate (USP)CatalystHCID 962WaterSolvent3×

Procedure

Manufacture Complex a) Mix ethanol and purified water using a homogeniser. b) With continuous homogenisation, add the clindamycin phosphate (weight corrected for assay and water content) to form a suspension. c) While mixing continues, slowly add sodium hydroxide 30% w/w to a pH of 7.5 (allowing clindamycin phosphate to dissolve). Record pH and calculate total amount of water added. d) Dissolve zinc acetate dihydrate in purified water and mix until a clear solution is formed. e) With continuous homogenisation add the zinc acetate solution to the pH 7.5, clindamycin phosphate solution. Continue mixing, until a homogeneous, translucent, white gel forms. This process may take place as a number of smaller sub-batches. Cellulose Gel Base f) Mix propylene glycol and ethanol 96% until homogeneous. g) While homogenising, add hydroxyethylcellulose until a clear, homogeneous, gel is formed. Final Gel Manufacture h) Add the clindamycin phosphate zinc complex to the base gel and mix until a uniform, white opaque gel is produced. i) Add water to 100% and mix to homogeneity. j) Fill into tubes.

Workup

  1. custompurified water using a homogeniser
  2. additionb) With continuous homogenisation, add the clindamycin phosphate (weight corrected for assay and water content)
  3. customto form a suspension
  4. additionc) While mixing
  5. additionadded
  6. additionmix until a clear solution
  7. customis formed
  8. additionContinue mixing
  9. customis formed
  10. additionFinal Gel Manufacture h) Add the clindamycin phosphate zinc complex to the base gel
  11. additionmix until a uniform
  12. customwhite opaque gel is produced
  13. additionmix to homogeneity

Sources & evidence

ORD record
ord-5d2f76d884f848379b1ca2524311e916
Source dataset
uspto-grants-2012_09
Patent number
US08268790B2

Reaction notes

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