Methyl Methacrylate → HCID 89979323, compound

HRID 1380382Notes

Reaction equation

[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:8][C:9](=[O:13])[O:10][CH2:11][CH3:12]>>[CH3:7][O:6][C:1](=[O:5])[CH:2]=[CH2:3].[CH2:11]([O:10][C:9](=[O:13])[CH:8]=[CH2:1])[CH3:12].[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

Reactant 2

HCID 6658Methyl Methacrylate

HCID 8857Ethyl Acetate

Product 1

HCID 89979323HCID 89979323, compound

Procedure

A degassed solution of the MA-EA diblock of Example 36 (80 mg) and di-t-butylnitroxide (0.025 mg) in methyl methacrylate (2 ml) was heated at 100° C. for 0.5 hr. The 1H NMR of the product (220 mg), obtained on evaporation of volatiles, indicated that approx. 60 methyl methacrylate units per chain on average, had added onto the MA-EA diblock to give the triblock of structure 37. 1H NMR (250 MHz) δ: 1.10 and 1.11 (O-t-butyl), 3.60 (COOCH3 of MMA), 3.68 (COOCH3 of MA), 4.0-4.2 (O--CH2CH3), 7.1-7.35 (ArH). The N-t-butyl signals of the starting material were no longer present. GPC: Mn =10500 (Mw /Mn =2.6) confirmed the expected increase in chain length.

Workup

customto give the triblock of structure 37
temperatureexpected increase in chain length

Sources & evidence

ORD record: ord-ec686188657c41a5a3067639f8e320d4
Source dataset: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04581429

Reaction notes

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