Sodium Hydroxide → HCID 21880781, compound

HRID 724540Notes

Reaction equation

HRID 724540 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15](=[O:40])[N:16]([CH3:39])[CH2:17][CH2:18][NH:19][C:20]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[CH:10][CH:9]=2)=[O:5])C.[OH-].[Na+]>CO>[CH3:39][N:16]([CH2:17][CH2:18][NH:19][C:20]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:15]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:14]2)=[O:40]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58747107HCID 58747107, compound

Product 1

HCID 21880781HCID 21880781, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.3 g (2.4 mmol) 198 was saponified with 5 mL 1M NaOH in 50 mL methanol at room temperature overnight. The methanol was evaporated, the solution was diluted to about 100 mL with cold icy water and was acidified to pH 2 using cold 1 M HCl. The product formed a gel which was extracted with 100 mL ethylacetate, the organic phase was washed once with water and twice with brine, was dried with sodium sulfate and was evaporated to dryness to give a brownish solid foam in quantitative yield. MS: 502.25 (M−H+).

Workup

  1. customThe methanol was evaporated
  2. additionthe solution was diluted to about 100 mL with cold icy water
  3. customThe product formed a gel which
  4. extractionwas extracted with 100 mL ethylacetate
  5. washthe organic phase was washed once with water and twice with brine
  6. dry with materialwas dried with sodium sulfate
  7. customwas evaporated to dryness
  8. customto give a brownish solid foam in quantitative yield

Sources & evidence

ORD record
ord-7fa14a47ae0f480dae474fe1b6ba384e
Source dataset
uspto-grants-2006_11
Patent number
US07141680B2

Reaction notes

Loading…