Trifluoroacetic acid → HCID 17862534, compound

HRID 1766875Notes

Reaction equation

[CH2:1]([O:4][P:5]([O:11][CH2:12][C:13]1[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[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]([C:31]#[N:32])=[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

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 7519Anisole

HCID 17862533HCID 17862533, compound

Product 1

HCID 17862534HCID 17862534, compound

Procedure

According to a similar procedure to that described in Example 4-(6), 4-methoxybenzyl 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-cyanobenzoate (737 mg, 1.61 mmol) obtained from Example 5-(3), anisole (1.0 g, 9.2 mmol), and trifluoroacetic acid (5 ml) were reacted, and the reaction mixture was worked up to afford 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-cyanobenzoic acid as a crude product. According to a similar procedure to that described in Example 4-(6), the crude product obtained above, oxalyl chloride (1.27 g, 10 mmol), and N,N-dimethylformamide (15 μl) were reacted, and the reaction mixture was worked up to afford 2-[[bis(allyloxy)phosphoryl]oxymethyl]-5-cyanobenzoyl chloride as a crude product.

Sources & evidence

ORD record: ord-966144e9f3a142399aa1d72d12141d57
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07230023B2

Reaction notes

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