Potassium Hydroxide → 6-Benzyloxy-2,2-dimethyl-3,4-epoxychroman
Reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH:13](Br)[CH:12]2[OH:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH:13]1[O:22][CH:12]21)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 9.5 g (28.5 mmol) of 6-benzyloxy-3-bromo-2,2-dimethyl-chroman-4-ol in 100 ml of THF was stirred overnight with 4.6 g (82 mmol) of potassium hydroxide powder. The batch was subsequently filtered through Celite and the filtrate was concentrated using a rotary evaporator, giving 8.3 g of 6-benzyloxy-2,2-dimethyl-3,4-epoxychroman, m.p. 70-72° C.