Sodium Hydroxide → HCID 54117598, compound

HRID 1702697Notes

Reaction equation

HRID 1702697 reaction equation
C(OC([N:8]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:9]1[CH:23]=[CH:22][C:12]([CH:13]=[CH:14][C:15](N2C=CN=C2)=[O:16])=[CH:11][CH:10]=1)=O)(C)(C)C.[OH-].[Na+].[NH2:41][CH2:42][CH:43]([OH:46])[CH2:44][OH:45]>C(Cl)(Cl)Cl>[CH2:24]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([CH:13]=[CH:14][C:15]([NH:41][CH2:42][CH:43]([OH:46])[CH2:44][OH:45])=[O:16])=[CH:22][CH:23]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 735613-Amino-1,2-propanediolHCID 53757955HCID 53757955, compound

Product 1

HCID 54117598HCID 54117598, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

To a mixture containing 4.3 g. of 1-[N-(t-butyloxycarbonyl)-4-(pentadecylamino)cinnamoyl] imidazole, 50 ml. of chloroform, and 50 ml. of 5 N sodium hydroxide is added 1.1 g. of 3-amino-1,2-propanediol. The solution is vigorously stirred for 24 hours, the layers are separated, and the chloroform solution is washed once with 50 ml. of 1 N sodium hydroxide. The solvent is evaporated and the residue is heated for 30 minutes at 40° C. in 50 ml. of anhydrous trifluoroacetic acid. The solvent is again evaporated and the oil is crystallized from acetone to yield light yellow crystals.

Workup

  1. additionTo a mixture containing 4.3 g
  2. customthe layers are separated
  3. washthe chloroform solution is washed once with 50 ml
  4. customThe solvent is evaporated
  5. customThe solvent is again evaporated
  6. customthe oil is crystallized from acetone
  7. customto yield light yellow crystals

Sources & evidence

ORD record
ord-de1256f1c1f54a82859cbf6cea65ee49
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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