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Dimethylformamide → 2-[[Bis(allyloxy)phosphoryl]oxymethyl]-3-chlorobenzoyl chloride

HRID 1766932
Notes
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Reaction equation

HRID 1766932 reaction equation
[CH2:1]([O:4][P:5]([O:11][CH2:12][C:13]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:14]=1[C:15](O)=[O:16])([O:7][CH2:8][CH:9]=[CH2:10])=[O:6])[CH:2]=[CH2:3].CN(C)C=O.C(Cl)(=O)C([Cl:31])=O>ClCCl>[CH2:1]([O:4][P:5]([O:11][CH2:12][C:13]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([Cl:31])=[O:16])([O:7][CH2:8][CH:9]=[CH2:10])=[O:6])[CH:2]=[CH2:3]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 178625562-[[Bis(allyloxy)phosphoryl]oxymethyl]-3-chlorobenzoic acid

Product 1

HCID 211104412-[[Bis(allyloxy)phosphoryl]oxymethyl]-3-chlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-[[bis(allyloxy)phosphoryl]oxymethyl]-3-chlorobenzoic acid (936.1 mg, 2.7 mmol) obtained from Example 27-(4) in dichloromethane (15 ml) was cooled to 0° C., and then N,N-dimethylformamide (15 μl) and oxalyl chloride (1.71 g, 13.5 mmol) were added thereto. After the mixture was stirred at room temperature for 30 minutes, it was worked up according to a similar procedure to that described in Example 1-(12) to afford crude 2-[[bis(allyloxy)phosphoryl]oxymethyl]-3-chlorobenzoyl chloride.

Sources & evidence

ORD record
ord-f0a5e309ac0149e3971a1589918d3c03
Source dataset
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07230023B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes