Water → HCID 56626166, compound

HRID 2288073Notes

Reaction equation

HRID 2288073 reaction equation
[C:1]1([CH:7]([O:14][C:15]([C:17]23[C:28]4([CH:30]=[O:31])[CH2:29][CH:20]([C:21]2([CH2:33][O:34][C:35]25[CH:47]([O:48][Si:49]([C:52]([CH3:55])([CH3:54])[CH3:53])([CH3:51])[CH3:50])[CH:41]6[CH:42]([O:43]C(=O)C)[CH:37]([CH:38]([O:40]6)[O:39]2)[O:36]5)[CH2:22][CH:23]2[CH:27]4[CH2:26][CH2:25][CH:24]2[CH3:32])[CH:19]=[C:18]3[CH:56]([CH3:58])[CH3:57])=[O:16])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].O>CO>[C:1]1([CH:7]([O:14][C:15]([C:17]23[C:28]4([CH:30]=[O:31])[CH2:29][CH:20]([C:21]2([CH2:33][O:34][C:35]25[CH:47]([O:48][Si:49]([C:52]([CH3:55])([CH3:54])[CH3:53])([CH3:51])[CH3:50])[CH:41]6[CH:42]([OH:43])[CH:37]([CH:38]([O:40]6)[O:39]2)[O:36]5)[CH2:22][CH:23]2[CH:27]4[CH2:26][CH2:25][CH:24]2[CH3:32])[CH:19]=[C:18]3[CH:56]([CH3:58])[CH3:57])=[O:16])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 56614900HCID 56614900, compound

Product 1

HCID 56626166HCID 56626166, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

90 mg of compound (5) was dissolved in 2.2 ml of methanol and stirred together with 121 μl of 1N NaOH for 2 hours under cooling with ice. After addition of water, the reaction solution was extracted with ethyl acetate, and the ethyl acetate extract was dried over anhydrous sodium sulfate and concentrated in vacuo to dryness to give 66 mg of compound (6) as a colorless powder.

Workup

  1. temperatureunder cooling with ice
  2. extractionthe reaction solution was extracted with ethyl acetate
  3. extractionthe ethyl acetate extract
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo to dryness

Sources & evidence

ORD record
ord-e699c0d5e99b4c869577f79df9de681c
Source dataset
uspto-grants-2000_07
Patent number
US06087390

Reaction notes

Loading…