Oxalyl chloride → HCID 86664152, compound

HRID 1879814Notes

Reaction equation

HRID 1879814 reaction equation
[CH2:1]([C:3]1[CH:11]=[C:10]([O:12][CH2:13][C@@H:14]2[CH2:19][N:18]([CH3:20])[C:17]3[CH:21]=[CH:22][CH:23]=[CH:24][C:16]=3[O:15]2)[CH:9]=[C:8]([CH3:25])[C:4]=1[C:5](O)=[O:6])[CH3:2].C(Cl)(=O)C([Cl:29])=O>COCCOC.CN(C)C=O>[CH2:1]([C:3]1[CH:11]=[C:10]([O:12][CH2:13][C@@H:14]2[CH2:19][N:18]([CH3:20])[C:17]3[CH:21]=[CH:22][CH:23]=[CH:24][C:16]=3[O:15]2)[CH:9]=[C:8]([CH3:25])[C:4]=1[C:5]([Cl:29])=[O:6])[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 67282045HCID 67282045, compound

Product 1

HCID 86664152HCID 86664152, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
40 °C

Procedure

Under an argon atmosphere, the compound prepared in Example 18 (79 g) was dissolved in 1,2-dimethoxyethane (500 mL). The reaction mixture was added with anhydrous N,N-dimethylformamide (3 drops) and oxalyl chloride (24 mL), and stirred at 40° C. for an hour. The reaction mixture was concentrated to obtain the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-929d6b82d0514f5cae36b75b7d011ca4
Source dataset
uspto-grants-2012_11
Patent number
US08318729B2

Reaction notes

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