Ethyl 4-(4-chlorophenyl)-4-methylpent-2-enoate → HCID 67169600, compound

HRID 1506291Notes

Reaction equation

HRID 1506291 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:17])([CH3:16])[CH:9]=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1>CO.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:16])([CH3:17])[CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67169239Ethyl 4-(4-chlorophenyl)-4-methylpent-2-enoate

Product 1

HCID 67169600HCID 67169600, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl 4-(4-chlorophenyl)-4-methylpent-2-enoate (Intermediate I-9B, 0.24 g, 0.950 mmol) was dissolved in methanol (20 mL) and treated with 10% Pd/C (0.06 g, 0.282 mmol) under a hydrogen atmosphere for 1 hr using a balloon. The reaction mixture was filtered through CELITE®. The filtrate was concentrated under reduced pressure to yield ethyl 4-(4-chlorophenyl)-4-methylpentanoate in quantitative yield. LC/MS M+1=255.11.

Workup

  1. filtrationThe reaction mixture was filtered through CELITE®
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-86502882731a4641982603fa093dacb7
Source dataset
uspto-grants-2015_12
Patent number
US09216972B2

Reaction notes

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