Chlorotrimethylsilane → HCID 17958699, compound

HRID 2217267Notes

Reaction equation

HRID 2217267 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([C:9](=[O:15])/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13])=[CH:4][C:3]=1[Br:16].[CH3:17][Si](C)(C)Cl>CO>[NH2:1][C:2]1[C:3]([Br:16])=[CH:4][C:5]([C:9](=[O:15])/[CH:10]=[CH:11]/[C:12]([O:14][CH3:17])=[O:13])=[CH:6][C:7]=1[Br:8]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 17958689HCID 17958689, compound

Product 1

HCID 17958699HCID 17958699, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5.6 g (0.016 mol) of trans-4-(4-amino-3,5-dibromophenyl)-4-oxobutenoic acid, 50 mL of anhydrous methanol, and 4.0 g (0.0368 mol) of trimethylchlorosilane was stirred for 3 days at ambient temperature. The solvent was removed in vacuo, the residue was divided between ethyl acetate and 10% sodium hydrogen carbonate solution. The organic phase was dried over sodium sulfate, evaporated down once more in vacuo, and yielded 5.8 g (100% of theoretical) of a colorless oil which was used without any further purification. MS: M+=361/363/365 (Br2).

Workup

  1. customThe solvent was removed in vacuo
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. customevaporated down once more in vacuo
  4. customyielded 5.8 g (100% of theoretical) of a colorless oil which
  5. customwas used without any further purification

Sources & evidence

ORD record
ord-bbfe86ad24714c80885464e03846c518
Source dataset
uspto-grants-2008_08
Patent number
US07407963B2

Reaction notes

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