Toluene → HCID 178501285, compound

HRID 1035712Notes

Reaction equation

HRID 1035712 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.[C:11]1(C)C=CC=CC=1.C[Si](C=[N+]=[N-])(C)C>CO>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 1511384-Hydroxycyclohexanecarboxylic acidHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 178501285HCID 178501285, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 g of 4-hydroxycyclohexanecarboxylic acid (6.94 mmol, 1 eq.) is placed in 50 mL of a 4/1 mixture of toluene and methanol. 5.55 mL of trimethylsilyldiazomethane (11.10 mmol, 1.6 eq.) are added dropwise to the reaction medium with stirring. After 16 hours, the solvents are evaporated off to give 1.3 g of methyl trans-4-hydroxycyclohexanecarboxylate.

Workup

  1. customthe solvents are evaporated off

Sources & evidence

ORD record
ord-109d657e1ccb4dd98a08c33cb5cef98c
Source dataset
uspto-grants-2013_10
Patent number
US08546391B2

Reaction notes

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