Ethyl Acetate → HCID 58460230, compound

HRID 1946494Notes

Reaction equation

HRID 1946494 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:25]2[C:29]3[C:30](=[O:33])[CH2:31][CH2:32][C:28]=3[N:27]=[C:26]2[CH:34]([CH3:36])[CH3:35])=[CH:20][CH:19]=1>C1COCC1>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:24][N:25]2[C:29]3[C:30]([CH2:2][C:1]([O:4][CH2:5][CH3:6])=[O:3])([OH:33])[CH2:31][CH2:32][C:28]=3[N:27]=[C:26]2[CH:34]([CH3:36])[CH3:35])=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 2733832Lithium HexamethyldisilazideHCID 58460235HCID 58460235, compound

Product 1

HCID 58460230HCID 58460230, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Conditions

Temperature
-78 °C

Procedure

Ethyl acetate (0.234 mL) in dry THF (1 ml) was added dropwise to a stirred solution of LiHMDS, 1M in THF (2.389 mL) cooled to −78° C. under nitrogen atmosphere. The mixture was stirred at −78° C. for 30 minutes. Then, Intermediate 18 (230 mg) in THF (2 ml) was added dropwise. The RM was stirred at −78° C. under nitrogen for 1 hour.

Workup

  1. stirringThe RM was stirred at −78° C. under nitrogen for 1 hour

Sources & evidence

ORD record
ord-ffe8c94286bf4e3dbd18bb0a08df2e51
Source dataset
uspto-grants-2013_03
Patent number
US08399444B2

Reaction notes

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