4-Phenoxyphenol → HCID 14280223, compound

HRID 2166105Notes

Reaction equation

HRID 2166105 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:17][C:18]1[CH:22]=[C:21]([CH2:23]Cl)[O:20][N:19]=1>CS(C)=O>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:23][C:21]2[O:20][N:19]=[C:18]([CH3:17])[CH:22]=2)=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 132544-PhenoxyphenolHCID 24758Sodium hydrideHCID 71314965-(Chloromethyl)-3-methyl-1,2-oxazole

Product 1

HCID 14280223HCID 14280223, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Conditions

Temperature
50 °C

Procedure

At 10° to 20° C., 18.6 g of p-phenoxyphenol in 50 ml of dimethyl sulfoxide is dripped into 3.1 g of sodium hydride (85% strength in paraffin) in 100 ml of dimethyl sulfoxide. The mixture is stirred for 30 minutes at 50° C. and then 3-methyl-5-chloromethylisoxazole is dripped in at 15°-20° C. The mixture is worked up in the usual manner after 8 hours at 70° C. There is obtained 26.7 g of compound no. 31.25 of m.p. 48°-51° C.

Workup

  1. customAt 10° to 20° C.
  2. customis dripped in at 15°-20° C
  3. waitThe mixture is worked up in the usual manner after 8 hours at 70° C

Sources & evidence

ORD record
ord-fef52fb9d22f435a913c5289ff8b301a
Source dataset
uspto-grants-1990_07
Patent number
US04943584

Reaction notes

Loading…