Ethyl 3-phenylprop-2-enoate → Ethyl 1-benzyl-4-phenylpyrrolidine-3-carboxylate

HRID 1162727

Reaction equation

HRID 1162727 reaction equation
[C:1]([O:11][CH2:12][CH3:13])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:14]([N:21]([CH2:25][Si](C)(C)C)[CH2:22]OC)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:12]([O:11][C:1]([CH:2]1[CH:3]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:25][N:21]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:22]1)=[O:10])[CH3:13]

Participants

3

Reactant 2

HCID 7649Ethyl 3-phenylprop-2-enoateHCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine

Product 1

HCID 12922290Ethyl 1-benzyl-4-phenylpyrrolidine-3-carboxylate

Procedure

103.1 In analogy to example 101.1 ethyl cinnamate and N-benzyl-N-(methoxymethyl)tri-methylsilylmethylamine (CAS 93102-05-7) were reacted to give (3RS,4SR)-1-benzyl-4-phenyl-pyrrolidine-3-carboxylic acid ethyl ester. Light yellow liquid. MS 310.1 ([M+H]+)

Sources & evidence

ORD record
ord-60f35d5749dd4718a1f89243061792a6
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Linked notes

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