Pyridine → HCID 178444320, compound

HRID 1762775Notes

Reaction equation

HRID 1762775 reaction equation
[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].O=S(Cl)Cl.N1C=CC=CC=1.[C:32]([C:34]1[CH:41]=[CH:40][C:37]([CH2:38]O)=[CH:36][CH:35]=1)#[N:33]>C1(C)C=CC=CC=1>[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]([O:21][CH2:38][C:37]3[CH:40]=[CH:41][C:34]([C:32]#[N:33])=[CH:35][CH:36]=3)=[O:20])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 160549p-Cyanobenzyl alcoholHCID 178444319HCID 178444319, compound

Product 1

HCID 178444320HCID 178444320, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

28.8 g of p-(trans-4-pentylcyclohexyl)-phenylacetic acid is boiled for 1 hour with 24 g of SOCl2 ; the mixture is evaporated; the crude acid chloride obtained is dissolved in 150 ml of toluene, 8 ml of pyridine and 13.3 g of p-cyanobenzyl alcohol are added; and the mixture is boiled for 2 hours. Cooling and working up in a customary manner give p-cyanobenzyl p-(trans-4-pentylcyclohexyl)-phenylacetate, m.p. 85°, c.p. 30°.

Workup

  1. customthe mixture is evaporated
  2. customthe crude acid chloride obtained
  3. temperatureCooling

Sources & evidence

ORD record
ord-05d5982effa74124a22eb9224b8ce8b1
Source dataset
uspto-grants-1989_05
Patent number
US04834905

Reaction notes

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