Dimethylformamide → HCID 69431492, compound

HRID 1294450Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9]Br)=[C:5]([O:11][CH2:12][CH3:13])[CH:4]=1)#[N:2].CN(C=O)C.[OH:19][N:20]1[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]2[C:21]1=[O:30].C(=O)([O-])[O-].[K+].[K+]>O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][O:19][N:20]2[C:21](=[O:30])[C:22]3=[CH:29][CH:28]=[CH:27][CH:26]=[C:23]3[C:24]2=[O:25])=[C:5]([O:11][CH2:12][CH3:13])[CH:4]=1)#[N:2]

Participants

Conditions

Temperature: 80 °C

Procedure

Into a reaction vessel was charged 4-cyano-2-ethoxy-α-bromotoluene (16) (20.2 g, 0.084 mol) and N,N′-dimethylformamide (200 ml), and N-hydroxyphthalimide (14.4 g, 0.088 mol) and anhydrous potassium carbonate (12.2 g, 0.088 mol) were added to this, and the mixture was stirred for 2 hours at approximately 80° C. Water was added to the reaction liquid and the precipitated solid was filtrated. This was dried, to obtain N-(4-cyano-2-ethoxybenzyloxy)phthalimide (17) (27.0 g, yield from (16) is 99%).

Workup

additionwere added to this, and the mixture
filtrationthe precipitated solid was filtrated
customThis was dried

Sources & evidence

ORD record: ord-491d2b709d6945b68663bb854fd9e45d
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241625B2

Reaction notes

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