Sodium → HCID 178442539, compound

HRID 1463012

Reaction equation

HRID 1463012 reaction equation
C(O[CH:4]=[C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH:6]=O)C.Cl.[CH2:16]([C@H:21]1[CH2:26][CH2:25][C@H:24]([C:27]([NH2:29])=[NH:28])[CH2:23][CH2:22]1)[CH2:17][CH2:18][CH2:19][CH3:20].C[O-].[Na+].[Na]>CO>[CH2:16]([C@H:21]1[CH2:22][CH2:23][C@H:24]([C:27]2[N:28]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[CH:6][N:29]=2)[CH2:25][CH2:26]1)[CH2:17][CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 542398243-Ethoxy-2-heptylacroleinHCID 178444523HCID 178444523, compound

Product 1

HCID 178442539HCID 178442539, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In an analogous manner to that described in Example 3, a mixture of 3.8 g of 3-ethoxy-2-heptylacrolein, 4.7 g of trans-4-pentylcyclohexanecarboxamidine hydrochloride and 40 ml of absolute methanol is treated with a sodium methylate solution prepared from 0.8 g of sodium in 25 ml of absolute methanol. The reaction duration, working-up and chromatography are as described in Example 3. The pure fractions eluted in the chromatography are combined and recrystallised twice from acetonitrile at about -20° C. There is obtained analytically pure trans-2-(4-pentylcyclohexyl)-5-heptylpyrimidine; m.p. 22° C., cl.p. 40.5° C. (smectic).

Workup

  1. washThe pure fractions eluted in the chromatography
  2. customrecrystallised twice from acetonitrile at about -20° C

Sources & evidence

ORD record
ord-8bf7b0515a0a45b38477b9ebd04a825c
Source dataset
uspto-grants-1984_07
Patent number
US04462923

Linked notes

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