Methanol → 2-(4-Aminophenoxymethyl)-6-ethoxy-2,5,7,8-tetramethylchroman

HRID 1030431Notes

Reaction equation

HRID 1030431 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([CH3:28])=[C:6]2[C:11](=[C:12]([CH3:15])[C:13]=1[CH3:14])[O:10][C:9]([CH3:27])([CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=1)[CH2:8][CH2:7]2)[CH3:2].CO>[Pd].C1C=CC=CC=1>[NH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][C:9]2([CH3:27])[CH2:8][CH2:7][C:6]3[C:11](=[C:12]([CH3:15])[C:13]([CH3:14])=[C:4]([O:3][CH2:1][CH3:2])[C:5]=3[CH3:28])[O:10]2)=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 198221956-Ethoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman

Product 1

HCID 198221972-(4-Aminophenoxymethyl)-6-ethoxy-2,5,7,8-tetramethylchroman

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 241BenzeneSolvent

Procedure

The procedure described in Preparation 62 was repeated, except that 11 g of 6-ethoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman (prepared as described in Preparation 61), 2.2 g of 10% w/w palladium-on-carbon, 100 ml of methanol and 30 ml of benzene were used as the starting materials to give the title compound, melting at 121°-123° C.

Workup

  1. customThe procedure described in Preparation 62

Sources & evidence

ORD record
ord-af403db5b7594c1a9e04f8275840992b
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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