Water → HCID 22175090, compound

HRID 1797021Notes

Reaction equation

HRID 1797021 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].F[C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[O:12][CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18].O>C(O)C>[CH2:2]([O:1][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[O:12][CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 22175082HCID 22175082, compound

Product 1

HCID 22175090HCID 22175090, compoundYield 50.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of sodium ethoxide (0.9 g, 13 mmol) in ethanol (10 mL) was added all at once 10 (1.07 g, 4.4 mmol). The resulting mixture was stirred at room temperature for 48 hours, then poured into water (100 mL). The resulting mixture was extracted with ether (3×50 mL). The ether extracts were combined, dried (MgSO4) and concentrated. The resulting amber oil was chromatographed (silica gel, hexane-acetone, 4:1) to give 11 as a yellow oil (0.6 g).

Workup

  1. extractionThe resulting mixture was extracted with ether (3×50 mL)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customThe resulting amber oil was chromatographed (silica gel, hexane-acetone, 4:1)

Sources & evidence

ORD record
ord-bf330146a6b147a696b74fb28f54b4fc
Source dataset
uspto-grants-2006_04
Patent number
US07034035B2

Reaction notes

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