2,4,6-Trimethylphenol → 3-Tert-butyl-2-(2,4,6-trimethylphenoxy)-1,3,2-oxazaphospholidine

HRID 1194044Notes

Reaction equation

HRID 1194044 reaction equation
[H-].[Na+].[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[OH:12].[C:13]([N:17]1[CH2:21][CH2:20][O:19][P:18]1Cl)([CH3:16])([CH3:15])[CH3:14]>C1COCC1>[C:13]([N:17]1[CH2:21][CH2:20][O:19][P:18]1[O:12][C:5]1[C:6]([CH3:11])=[CH:7][C:8]([CH3:10])=[CH:9][C:4]=1[CH3:3])([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 106982,4,6-TrimethylphenolHCID 24758Sodium hydrideHCID 142281093-tert-Butyl-2-chloro-1,3,2-oxazaphospholidine

Product 1

HCID 142281103-Tert-butyl-2-(2,4,6-trimethylphenoxy)-1,3,2-oxazaphospholidineYield 75.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

The procedure of Example 1 is repeated using 4.4 g (0.11 mol) of sodium hydride with 45 ml of THF, 13.62 g (0.10 mol) of 2,4,6-trimethylphenol in 150 ml of THF and 18.16 g (0.10 mol) of 3-tert-butyl-2-chloro-1,3,2-oxazaphospholidine in 150 ml of THF to give a (75.6%) of colorless liquid: bp. 99°-103° C. (0.01 mm Hg).

Sources & evidence

ORD record
ord-b5a7ecbee14849c7a1d045da447b7e48
Source dataset
uspto-grants-1989_03
Patent number
US04812501

Reaction notes

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