HCID 54003692, compound → HCID 19888973, compound

HRID 654327Notes

Reaction equation

HRID 654327 reaction equation
[CH2:1]([S:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][OH:8])[C:2]#[CH:3].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH2:1]([S:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8])[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 54003692HCID 54003692, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 19888973HCID 19888973, compoundYield 55.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To CH2Cl2 was added the benzyl alcohol (22 g) from Step B, above and then pyridinium chlorochromate (30.75 g; 0.15 mmol). The reaction mixture was stirred at room temperature for 2 hours then filtered and concentrated to afford 12.0 g of the subtitle compound. Several lots of the subtitle compound were prepared according to the procedures of Step A, B, and C, and were combined to afford 35.2 g of the subtitle compound.

Workup

  1. filtrationthen filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-76cfa46a314a42de86952dcda9c2e25b
Source dataset
uspto-grants-1992_07
Patent number
US05130485

Reaction notes

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