Benzyltrimethylammonium hydroxide → HCID 14182597, compound

HRID 275020Notes

Reaction equation

HRID 275020 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[O:10][C:9]([CH3:15])([CH3:14])[CH:8]1[O:16][CH:7]21)(=[O:3])[CH3:2].[OH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1.[OH-].C([N+](C)(C)C)C1C=CC=CC=1>O1CCCC1>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[O:10][C:9]([CH3:15])([CH3:14])[C@@H:8]([OH:16])[C@@H:7]2[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]1=[O:17])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 66854Benzyltrimethylammonium hydroxideHCID 13222927HCID 13222927, compoundHCID 178516071HCID 178516071, compound

Product 1

HCID 14182597HCID 14182597, compoundYield 49.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture containing 2.1 g of 6-acetyl-2,2-dimethyl-3,4-epoxychromane and 1.7 g of 2-hydroxypyridine in 40 ml of tetrahydrofuran is refluxed for 16 hours in the presence of 0.4 ml of benzyltrimethylammonium hydroxide. The mixture is cooled and the crystals formed are filtered off and washed with tetrahydrofuran. After drying under vacuum at 60° C., 1.5 g of the expected product are obtained.

Workup

  1. temperatureThe mixture is cooled
  2. customthe crystals formed
  3. filtrationare filtered off
  4. washwashed with tetrahydrofuran
  5. customAfter drying under vacuum at 60° C.

Sources & evidence

ORD record
ord-15f25d676f1b40cda037208f71f60f47
Source dataset
uspto-grants-1995_02
Patent number
US05391751

Reaction notes

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