Sodium Hydroxide → HCID 54289765, compound

HRID 325571Notes

Reaction equation

HRID 325571 reaction equation
C(OC([N:8]([CH2:22][CH2:23][CH2:24][CH:25]=[CH:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[C:12](C1NC=CN=1)=[O:13])=O)(C)(C)C.[OH-].[Na+].[NH2:39][CH2:40][CH:41]([OH:44])[CH2:42][OH:43]>C(Cl)(Cl)Cl>[CH2:22]([NH:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[C:12]([NH:39][CH2:40][CH:41]([OH:44])[CH2:42][OH:43])=[O:13])[CH2:23][CH2:24][CH:25]=[CH:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 735613-Amino-1,2-propanediolHCID 53636923HCID 53636923, compound

Product 1

HCID 54289765HCID 54289765, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

To a mixture containing 4.3 g. of [N-(t-butyloxycarbonyl)-3-(4-pentadecenylamino)benzoyl]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 mixture 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 resulting oil is crystallized from acetone to yield the product as 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 resulting oil is crystallized from acetone

Sources & evidence

ORD record
ord-e43a8739f7a44e01b6f4d45327c87892
Source dataset
uspto-grants-1984_04
Patent number
US04440940

Reaction notes

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