Dichloromethane → Ethyl 4-carbamoyloxy-4-methyl-2-pentynoate

HRID 2072871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072871
ClCCl.[OH:4][C:5]([CH3:14])([CH3:13])[C:6]#[C:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].ClS([N:19]=[C:20]=[O:21])(=O)=O>O>[C:20]([O:4][C:5]([CH3:13])([CH3:14])[C:6]#[C:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:21])[NH2:19]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 70918Chlorosulfonyl isocyanateHCID 112289264-Hydroxy-4-methyl-pent-2-ynoic acid ethyl ester

Produkt 1

HCID 13343299Ethyl 4-carbamoyloxy-4-methyl-2-pentynoateAusbeute 33,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 100 ml of a dichloromethane solution containing 4.9 g (31.4 millimoles) of ethyl 4-hydroxy-4-methyl-2-pentynoate, 3 ml (34.5 millimoles) of chlorosulfonyl isocyanate was added at a temperature of -10° C. The mixture was reacted for 30 minutes at -10° C. under stirring. The reaction mixture was returned to room temperature, and 20 ml of water was added thereto. The mixture was stirred for 15 minutes for hydrolysis treatment. The dichloromethane phase was separated by phase separation, washed with a 10% barium chloride solution and water successively, dried over sodium sulfate and then concentrated under reduced pressure, whereby 2.1 g (yield: 33%) of ethyl 4-carbamoyloxy-4-methyl-2-pentynoate in crystal form was obtained.

Aufarbeitung

  1. additionwas added at a temperature of -10° C
  2. customThe mixture was reacted for 30 minutes at -10° C.
  3. customwas returned to room temperature
  4. stirringThe mixture was stirred for 15 minutes for hydrolysis treatment
  5. customThe dichloromethane phase was separated by phase separation
  6. washwashed with a 10% barium chloride solution and water successively
  7. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-3a55dd24c1c2464496b5473514b0bdca
Quelldatensatz
uspto-grants-1990_04
Patentnummer
US04914227

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