Trifluoroacetic acid → 2-[[Bis(allyloxy)phosphoryl]oxymethyl]-5-fluorobenzoic acid
Reaction equation
[CH2:1]([O:4][P:5]([O:11][CH2:12][C:13]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:14]=1[C:15]([O:17]CC1C=CC(OC)=CC=1)=[O:16])([O:7][CH2:8][CH:9]=[CH2:10])=[O:6])[CH:2]=[CH2:3].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[CH2:8]([O:7][P:5]([O:11][CH2:12][C:13]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:14]=1[C:15]([OH:17])=[O:16])([O:4][CH2:1][CH:2]=[CH2:3])=[O:6])[CH:9]=[CH2:10]Participants
4
Procedure
According to a similar procedure to that described in Example 4-(6), 4-methoxybenzyl 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-fluorobenzoate (1.19 g, 2.64 mmol) obtained from Example 8-(1) was reacted with anisole (1.5 g, 13.9 mmol) and trifluoroacetic acid (5 ml), and the reaction mixture was worked up to afford 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-fluorobenzoic acid as a crude product. According to a similar procedure to that described in Example 4-(6), the crude product obtained above was reacted with oxalyl chloride (1.68 g, 13.2 mmol) and N,N-dimethylformamide (15 μl), and the reaction mixture was worked up to afford 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-fluorobenzoyl chloride as a crude product.
Sources & evidence
- ORD record
- ord-0900f4410cbc4169a94019bd5350a1e8
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07230023B2
Reaction notes
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