(Phenylmethoxy)acetaldehyde → 3-(2-Benzyloxy-ethylamino)-phthalic acid dimethyl ester

HRID 9999

Reaktionsgleichung

Reaktionsgleichung von HRID 9999
[CH2:1]([O:8][CH2:9][CH:10]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:12][O:13][C:14](=[O:31])[C:15]1[C:16](=[C:21]([NH:25]CCCCC)[CH:22]=[CH:23][CH:24]=1)[C:17]([O:19][CH3:20])=[O:18]>>[CH3:12][O:13][C:14](=[O:31])[C:15]1[C:16](=[C:21]([NH:25][CH2:10][CH2:9][O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:22]=[CH:23][CH:24]=1)[C:17]([O:19][CH3:20])=[O:18]

Komponenten

3

Edukt 2

HCID 108989(Phenylmethoxy)acetaldehydeHCID 210401313-Pentylamino-phthalic acid dimethyl ester

Produkt 1

HCID 210401393-(2-Benzyloxy-ethylamino)-phthalic acid dimethyl esterAusbeute 78 %

Versuchsvorschrift

Benzyloxyacetaldehyde (5.27 ml, 37.5 mmol) was treated in the same manner as described above for the synthesis of 3-pentylamino-phthalic acid dimethyl ester. The residue (oil) was purified by chromatography (6:3:1 methylene chloride/hexane/ethyl acetate) to give 7.98 g (78%) of yellow oil: 1H NMR (DMSO-d6) d 7.38–7.26 (m, 5H), 6.89–6.77 (m, 3H), 4.57 (s, 2H), 3.85 (s, 3H), 3.82 (s, 3H), 3.69 (t, J=5.5 Hz, 2H), 3.38 (q, J=5.4 Hz, 2H).

Aufarbeitung

  1. customThe residue (oil) was purified by chromatography (6:3:1 methylene chloride/hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-a8192febdd6b4961a69af01f02677cb3
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091353B2

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