Formaldehyde → 1-Benzyl-5-(hydroxymethyl)pyrrolidin-2-one

HRID 2050937ノート

反応式

HRID 2050937 の反応式
[OH:1][CH2:2][C@H:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:15])[CH2:5][CH2:4]1.CO[C@](C1C=CC=CC=1)(C(F)(F)F)C(O)=O.C=O>>[OH:1][CH2:2][CH:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:15])[CH2:5][CH2:4]1

参加物

4

反応物 3

HCID 712FormaldehydeHCID 6992788alpha-Methoxy-alpha-trifluoromethylphenylacetic acid, (-)-HCID 10442943(S)-1-Benzyl-5-hydroxymethyl-2-pyrrolidinone

生成物 1

HCID 5630611-Benzyl-5-(hydroxymethyl)pyrrolidin-2-one

実験手順

The optical purity of the (S)-5-(hydroxymethyl)-1-(phenylmethyl)-2-pyrrolidinone was established by formation of the ester derived from (S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid ((-)-MTPA) following the procedure of Mosher, et al. (J. Org. Chem. 1969, 34, 2543). A single diastereomeric ester, as judged by 1H NMR and TLC, was obtained, and could readily be differentiated from the diastereomeric mixture (by the doubling of the CH2N and CH2O signals in the 1H NMR) produced when racemic 5-(hydroxymethyl)-1-(phenylmethyl)-2-pyrrolidinone was used to form the (-)-MTPA ester.

後処理

  1. customwas obtained

出典と根拠

ORDレコード
ord-f1ba3e151907454596a89e401942ec93
出典データセット
uspto-grants-1991_05
特許番号
US05015653

反応ノート

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