Triethylamine → Ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate

HRID 1268960Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1268960
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([OH:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(N(CC)CC)C>ClCCl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][S:24]([CH3:23])(=[O:26])=[O:25])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 151861533-(4-Benzyloxyphenyl)-2-hydroxypropionic acid ethyl ester

Produkt 1

HCID 18625936Ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-(4-benzyloxyphenyl)lactate (3.32 g) obtained from Reference example 24(a) in anhydrous dichloromethane (30 ml) was added methanesulfonyl chloride (0.94 ml), and then triethylamine (2.47 ml) was added dropwise thereto in an ice bath. The reaction solution was stirred for 3 hours at room temperature and then concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water, and the separated ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was crystallized from hexane to afford the target compound (3.60 g) as colorless crystals.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was partitioned between ethyl acetate and water
  3. dry with materialthe separated ethyl acetate layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-e5be4514111348399411fa8d41078fdb
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199139B2

Notizen zur Reaktion

Wird geladen…