1,4-Bis(bromomethyl)benzene → 2-(bromomethyl)-2-ethylpropane-1,3-diol
Reaction equation
P1(OCC)[O:6][CH2:5][C:4]([CH2:9][CH3:10])([CH2:7][Br:8])[CH2:3][O:2]1.BrCC1C=CC(CBr)=CC=1>>[CH2:9]([C:4]([CH2:7][Br:8])([CH2:5][OH:6])[CH2:3][OH:2])[CH3:10]Participants
3
Conditions
- Temperature
- 100 °C
Procedure
2-Ethyl-2-bromomethyltrimethylene ethyl phosphite (IV), 97 grams, 0.372 mole and α,α'-dibromo-p-xylene, 48.9 grams, 0.186 mole, were mixed in a 500 ml. flask equipped with an air condenser and a nitrogen inlet tube. The mixture was slowly heated to 100° C., at which time the reaction was completed, leaving a white solid. The solid was washed with two 100 ml. portions of benzene-acetone (50/50) and then ground in a morter to a fine powder. The powder was boiled in benzene-acetone (50/50) for several minutes, cooled to 10° C., filtered and dried in a vacuum oven at 50° C. for 12 hours. There was obtained 109 grams of product, m.p. 242° C.
Workup
- customflask equipped with an air condenser and a nitrogen inlet tube
- customleaving a white solid
- washThe solid was washed with two 100 ml
- waitThe powder was boiled in benzene-acetone (50/50) for several minutes
- temperaturecooled to 10° C.
- filtrationfiltered
- customdried in a vacuum oven at 50° C. for 12 hours
Sources & evidence
- ORD record
- ord-e3e46900c34a41ba8b014e714f83178d
- Source dataset
- uspto-grants-1981_05
- Patent number
- US04268459
Reaction notes
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