Carbonic acid, ethyl 4-formylphenyl ester → ethyl p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenyl carbonate
Reaction equation
[Br-].[CH3:2][C:3]1([CH3:33])[S:7][C:6]2[CH:8]=[CH:9][C:10]([CH:12]([P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH3:13])=[CH:11][C:5]=2[S:4]1.[C:34](=[O:47])([O:38][C:39]1[CH:44]=[CH:43][C:42]([CH:45]=O)=[CH:41][CH:40]=1)[O:35][CH2:36][CH3:37]>>[C:34](=[O:47])([O:38][C:39]1[CH:44]=[CH:43][C:42](/[CH:45]=[C:12](/[C:10]2[CH:9]=[CH:8][C:6]3[S:7][C:3]([CH3:2])([CH3:33])[S:4][C:5]=3[CH:11]=2)\[CH3:13])=[CH:41][CH:40]=1)[O:35][CH2:36][CH3:37]Participants
3
Procedure
In analogy to Example 45, by reacting [1-(2,2-dimethyl-1,3-benzodithiol-5-yl)ethyl]triphenylphosphonium bromide with ethyl 4-formylphenyl carbonate, there was obtained ethyl p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenyl carbonate, melting point 93°-94° C. Hydrolysis of this compound with aqueous potassium hydroxide in ethanol gave p-[(E)-2-(2,2-dimethyl-1,3-benzodithiol-5-yl)propenyl]phenol, melting point 123°-124° C.
Sources & evidence
- ORD record
- ord-779858fa5c0c4a15b7a9433a25991e8e
- Source dataset
- uspto-grants-1995_05
- Patent number
- US05420273
Reaction notes
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