Dicyclohexylcarbodiimide → HCID 53729265, compound

HRID 918010Notes

Reaction equation

HRID 918010 reaction equation
[CH:1]([O:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][OH:10])([CH3:3])[CH3:2].[CH2:11]1[O:19][C:18]2[CH:17]=[CH:16][C:15](O)=[CH:14][C:13]=2[O:12]1.C1(N=C=NC2CCCCC2)CCCCC1>CCOCC>[CH:1]([O:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][O:10][C:16]1[CH:15]=[CH:14][C:13]2[O:12][CH2:11][O:19][C:18]=2[CH:17]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 68289SesamolHCID 54348461HCID 54348461, compound

Product 1

HCID 53729265HCID 53729265, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 7.2 g (0.05 mol) of 5-isopropoxy-2-penten-1-ol, 6.9 g (0.05 mol) of 3,4-methylendioxy-phenol, and 10.3 g (0.05 mol) of dicyclohexyl-carbodiimide is stirred at 105° for 16 hours. After cooling 50 cc of ether are added, the mixture is filtered and the filtrate is evaporated. The residue is chromatographed on silica gel with hexane/ethyl acetate 9:1 and 5-(5-isopropoxy-2-pentenyloxy)-1,3-benzodioxol is obtained as colourless oil which is identical with the product produced in accordance with Example 39.

Workup

  1. additionare added
  2. filtrationthe mixture is filtered
  3. customthe filtrate is evaporated
  4. customThe residue is chromatographed on silica gel with hexane/ethyl acetate 9:1

Sources & evidence

ORD record
ord-fffd5347e41b4e96ac9443ecdcb5672d
Source dataset
uspto-grants-1976_07
Patent number
US03968235

Reaction notes

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