Chloroform → HCID 86595275, compound

HRID 1788390Notes

Reaction equation

HRID 1788390 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][C:11](=[CH:15][CH2:16][OH:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)(Cl)Cl>CCCCCC.[O-2].[O-2].[Mn+4]>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][C:11](=[CH:15][CH:16]=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 68829370HCID 68829370, compound

Product 1

HCID 86595275HCID 86595275, compoundYield 55.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8058HexaneSolvent

Procedure

Manganese dioxide (507 g) was added to a solution of 61 g (0.25 mol) of 4-(2-hydroxyethylidene)azepane-1-carboxylic acid t-butyl ester obtained in the above 2) in a mixture of hexane (1865 ml)-chloroform (624 mL) and stirred for 18 hours. After the reaction was completed, insoluble materials were filtered off through Celite and the filtrate was concentrated under a reduced pressure to obtain 33.2 g (yield 55%) of 4-(2-oxoethylidene)azepane-1-carboxylic acid t-butyl ester (VII-17, 125, 126). Its physical property is shown below.

Workup

  1. customobtained in the above 2)
  2. filtrationinsoluble materials were filtered off through Celite
  3. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-b886c25d68fe477190678449243acf3f
Source dataset
uspto-grants-2009_03
Patent number
US07511144B2

Reaction notes

Loading…