Hydrochloric Acid → HCID 20453427, compound

HRID 462282Notes

Reaction equation

HRID 462282 reaction equation
[C:1]([C:3]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)([CH2:9][CH2:10][C:11]([OH:13])=O)[CH2:4][CH2:5][C:6]([OH:8])=[O:7])#[N:2].Cl[C:24]1C=CC(C(C#N)(CCC(O)=O)CCC(O)=O)=CC=1.CC(C)([O-])C.[K+].Cl>O1CCCC1>[C:6]([CH:5]1[CH2:4][C:3]([C:1]#[N:2])([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:9][CH2:10][C:11]1=[O:13])([O:8][CH3:24])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 20453385HCID 20453385, compoundHCID 204534054-(p-Chlorophenyl)-4-cyanopimelic acidHCID 23665647Potassium tert-butoxide

Product 1

HCID 20453427HCID 20453427, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Example 1, Part B, but substituting 53.94 gm. (0.169 mole) of the dimethyl ester of 4-cyano-4-(p-anisyl)pimelic acid (prepared in Part A, above) for the dimethyl ester of 4-(p-chlorophenyl)-4-cyanopimelic acid and usig 1100 ml. of the tetrahydrofuran, 38.0 ml. (0.34 mole) of the potassium tert-butoxide, and 270 ml. of the 2.5 N hydrochloric acid instead of the 700 ml., the 24.4 gm. (0.218 mole), and the 175 ml., respectively, there is prepared 46.2 gm. (95% yield) of 2-carbomethoxy-4-cyano-4-(p-anisyl)cyclohexanone as a gum.

Workup

  1. custom, respectively, there is prepared 46.2 gm

Sources & evidence

ORD record
ord-52cb83d619a24ad38da150c82e6616e6
Source dataset
uspto-grants-1977_12
Patent number
US04065573

Reaction notes

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