(E)-Ethyl 3-(4-aminophenyl)-2-methylacrylate → (E)-Ethyl 3-[4-[[3,5-bis(trimethylsilyl)benzoyl]amino]phenyl]-2-methylacrylate

HRID 2265103Notes

Reaction equation

HRID 2265103 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[C:9](\[CH3:15])/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[CH3:16][Si:17]([CH3:46])([CH3:45])[C:18]1[CH:19]=[C:20]([CH:38]=[C:39]([Si:41]([CH3:44])([CH3:43])[CH3:42])[CH:40]=1)[C:21](NC1C=CC(C=CC(OCC)=O)=C(F)C=1)=[O:22]>>[CH3:42][Si:41]([CH3:44])([CH3:43])[C:39]1[CH:38]=[C:20]([CH:19]=[C:18]([Si:17]([CH3:46])([CH3:45])[CH3:16])[CH:40]=1)[C:21]([NH:1][C:2]1[CH:3]=[CH:4][C:5](/[CH:8]=[C:9](\[CH3:15])/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:7]=1)=[O:22]

Participants

3

Reactant 2

HCID 15086587(E)-Ethyl 3-(4-aminophenyl)-2-methylacrylateHCID 68484203Ethyl 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]-2-fluorocinnamate

Product 1

HCID 86644283(E)-Ethyl 3-[4-[[3,5-bis(trimethylsilyl)benzoyl]amino]phenyl]-2-methylacrylateYield 27%

Procedure

Using BTMB (1.95 g) and Compound 13a (1.8 g), Compound 13b (910 mg, 27%) was obtained as a yellow solid in the same manner as Compound 2b was synthesized.

Sources & evidence

ORD record
ord-4f793bf68ab140ebbf559f9fc441df93
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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