Pyridine → HCID 54033049, compound

HRID 1105604Notes

Reaction equation

HRID 1105604 reaction equation
[CH3:1][C:2](=[CH:7][CH2:8][C:9]#[CH:10])[CH:3]([OH:6])[C:4]#[CH:5].[CH:11]([CH:14]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:15](Cl)=[O:16])([CH3:13])[CH3:12].N1C=CC=CC=1>>[CH:11]([CH:14]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:15]([O:6][CH:3]([C:2]([CH3:1])=[CH:7][CH2:8][C:9]#[CH:10])[C:4]#[CH:5])=[O:16])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 1049PyridineHCID 20556023HCID 20556023, compoundHCID 542361974-Methylocta-4-ene-1,7-diyne-3-ol

Product 1

HCID 54033049HCID 54033049, compoundYield 87.5%

Procedure

By the same procedure as in Example 1, 1.22 g (10.0 millimoles) of 4-methylocta-4-ene-1,7-diyne-3-ol, 2.66 g (10.0 millimoles) of α-isopropyl-3,4-dichlorophenylacetyl chloride and 1.58 g (20.0 millimoles) of pyridine are reacted, followed by purification on silica gel column. Thus, 3.18 g of the objective ester is obtained as a pale yellow oily substance (87.5% of theoretical yield). nD24.0 1.5314.

Workup

  1. customfollowed by purification on silica gel column

Sources & evidence

ORD record
ord-c9522bce0680450baac7821fc204df27
Source dataset
uspto-grants-1982_01
Patent number
US04309439

Reaction notes

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