Epichlorohydrin → 2-Aminotetralin

HRID 1656635Notes

Reaction equation

HRID 1656635 reaction equation
[CH2:1]([CH:3]1O[CH2:4]1)Cl.O[C:7]1[C:12]2[CH:13]=C(C)O[C:11]=2[CH:10]=[CH:9][CH:8]=1.OC1C2C=COC=2C=CC=1.OC1C=CC2OC=CC=2C=1.OC1C=CC2OC(C)=CC=2C=1.OC1C=CC2C(C)=COC=2C=1.OC1C2OC=CC=2C=CC=1.[NH:69]1CCCCC1>C(O)C>[NH2:69][CH:3]1[CH2:4][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:1]1

Participants

10

Reactant 8

HCID 7835EpichlorohydrinHCID 8082PiperidineHCID 785157-BenzofuranolHCID 5902512-Methyl-1-benzofuran-5-olHCID 108556243-Methyl-6-hydroxybenzofuranHCID 116079214-BenzofuranolHCID 11651159Benzofuran-5-olHCID 121745614-Hydroxy-2-methylbenzofuran

Product 1

HCID 346772-Aminotetralin

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Following the procedure of Example 32, and reacting epichlorohydrin with 4-hydroxy-2-methylbenzofuran, 4-hydroxybenzofuran, 5-hydroxybenzofuran, 5-hydroxy-2-methylbenzofuran, 6-hydroxy-3-methylbenzofuran or 7-hydroxybenzofuran, in the presence of piperidine, dissolving the thus obtained raw epoxide in absolute ethanol and adding thereto an ethanol solution of 2-aminotetralin, the following compounds are obtained respectively

Workup

  1. additionadding

Sources & evidence

ORD record
ord-6560c8e0a13f4c05b432bd706708c746
Source dataset
uspto-grants-1993_10
Patent number
US05254595

Reaction notes

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