tert-Butyl acetate → HCID 67361445, compound

HRID 1787416Notes

Reaction equation

HRID 1787416 reaction equation
C[Si](N[Si](C)(C)C)(C)C.[Li]CCCC.[Br:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][CH:26]=1)[C:19]([O:21]CC)=O.[C:27]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])(=[O:29])[CH3:28]>CC(OC)(C)C>[C:31]([O:30][C:27](=[O:29])[CH2:28][C:19]([C:18]1[CH:24]=[CH:25][CH:26]=[C:16]([Br:15])[CH:17]=1)=[O:21])([CH3:34])([CH3:33])[CH3:32]

Participants

6

Reactant 4

HCID 10908tert-Butyl acetateHCID 13838HexamethyldisilazaneHCID 90488Ethyl 3-bromobenzoateHCID 178418339Butyllithium

Product 1

HCID 67361445HCID 67361445, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent2×

Procedure

Prepared from hexamethyldisilizane (16.5 mL, 79 mmol) and n-BuLi (48.4 mL, 77 mmol) in TBME (40 mL), then commercially available ethyl 3-bromobenzoate (7.55 g, 33 mmol) and tert-butyl acetate (4.86 mL, 36 mmol) in TBME (80 mL) according to the general procedure III. Obtained as a light yellow oil (9.934 g, 101%; 95% purity).

Workup

  1. customObtained as a light yellow oil (9.934 g, 101%; 95% purity)

Sources & evidence

ORD record
ord-cb73cd21ff05482d962b58edb9c03ea4
Source dataset
uspto-grants-2009_03
Patent number
US07511033B2

Reaction notes

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