Triethylamine → HCID 67050227, compound

HRID 2103928Notes

Reaction equation

[Si:1]([O:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][C:11]=1[N+:19]([O-:21])=[O:20])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].F[P-](F)(F)(F)(F)F.CN(C)C(F)=[N+](C)C.C(N(CC)CC)C.O.[NH2:45][NH2:46]>CN(C)C=O.O>[Si:1]([O:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH:45][NH2:46])=[O:15])=[CH:12][C:11]=1[N+:19]([O-:21])=[O:20])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 4-(tert-butyl-dimethylsilanyloxy-methyl)-3-nitrobenzoic acid (1.00 g, 3.22 mmol), N,N,N′,N′-tetramethylfluoroformamidinium hexafluoro-phosphate (852 mg, 3.23 mmol) and triethylamine (0.90 mL, 6.44 mmol) in dimethylformamide (13 mL), hydrazine monohydrate (0.31 mL, 6.43 mmol) was added at 0° C., and then the reaction mixture was stirred at 0° C. for 8 hours To the reaction mixture was added water (10 mL), then the precipitated solid was filtrated and dried by means of a vacuum pump to give the desired product as a pale gray solid (461 mg, yield 44%).

Workup

filtrationthe precipitated solid was filtrated
customdried by means of a vacuum pump

Sources & evidence

ORD record: ord-8474fdbb4997455898da144cb21ad1fb
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576115B2

Reaction notes

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