HCID 55288024, compound → HCID 67789778, compound

HRID 231233Notes

Reaction equation

HRID 231233 reaction equation
[OH:1][CH:2]([C@H:4]1[C@H:7]([C:8]#[CH:9])[NH:6][C:5]1=[O:10])[CH3:3].[H][H]>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[OH:1][CH:2]([C@H:4]1[C@H:7]([CH:8]=[CH2:9])[NH:6][C:5]1=[O:10])[CH3:3]

Participants

5

Reactant 2

HCID 55288024HCID 55288024, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 67789778HCID 67789778, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of trans-3-(1-hydroxyethyl)-4-ethynyl-2-azetidinone (0.10 g) in ethanol (5 ml) is subjected to catalytic reduction with hydrogen gas in the presence of Lindlar catalyst (0.01 g). The reduction is continued until 14 ml of hydrogen gas has been absorbed. The catalyst is then filtered off and the filtrate is concentrated under reduced pressure to give 0.1 g of trans-3-(1-hydroxyethyl)-4-vinyl-2-azetidinone.

Workup

  1. customhas been absorbed
  2. filtrationThe catalyst is then filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-9a0203573c4745878a1572f5f764ca60
Source dataset
uspto-grants-1989_07
Patent number
US04845210

Reaction notes

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