HCID 178418287, compound → HCID 178520954, compound

HRID 1378965Notes

Reaction equation

HRID 1378965 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[OH:12][CH2:13][C@H:14]1[CH2:19][CH2:18][C@H:17]([CH2:20][OH:21])[CH2:16][CH2:15]1>ClCCl>[CH:13]([C@H:14]1[CH2:19][CH2:18][C@H:17]([CH:20]=[O:21])[CH2:16][CH2:15]1)=[O:12]

Participants

4

Reactant 2

HCID 178418287HCID 178418287, compound2×HCID 178520956HCID 178520956, compound

Product 1

HCID 178520954HCID 178520954, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

41.2 g (191 mmol) of pyridinium chlorochromate are added in several portions to a suspension of trans-1,4-bis(hydroxymethyl)cyclohexane (13.8 g, 96 mmol) in 300 ml of dichloromethane. After 1 h 30 min of stirring at room temperature, a further 4 g of pyridinium chlorochromate are added and stirring is continued for 15 min. The reaction medium is filtered through Celite and the filtrate is passed through silica. After evaporation, an oil is obtained, which is used in Stage B without further purification.

Workup

  1. stirringstirring
  2. waitis continued for 15 min
  3. filtrationThe reaction medium is filtered through Celite
  4. customAfter evaporation
  5. customan oil is obtained
  6. customwhich is used in Stage B without further purification

Sources & evidence

ORD record
ord-1b5bab6100994b93a50b33fef2f99d1b
Source dataset
uspto-grants-1997_09
Patent number
US05670493

Reaction notes

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