Methanol → HCID 15671147, compound

HRID 2351533Notes

Reaction equation

HRID 2351533 reaction equation
[CH3:1][C:2]1([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=2)[CH2:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13]([O:15][CH3:16])=[O:14])[CH:8]=2)[O:3]1.CO>[Pd].C1C=CC=CC=1>[NH2:25][C:22]1[CH:21]=[CH:20][C:19]([O:18][CH2:17][C:2]2([CH3:1])[CH2:11][C:10](=[O:12])[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:13]([O:15][CH3:16])=[O:14])[CH:8]=3)[O:3]2)=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 15613920HCID 15613920, compound

Product 1

HCID 15671147HCID 15671147, compoundYield 79.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 241BenzeneSolvent

Procedure

Following a procedure similar to that described in Preparation 4, 10 g of methyl 2-methyl-2-(4-nitrophenoxymethyl)-4-oxochroman-6-carboxylate (prepared as described in Preparation 43) were hydrogenated, using 2 g of 10% w/w palladium-on-carbon, 100 ml of methanol and 200 ml of benzene, to afford 7.3 g of the title compound as a pale yellow oil.

Sources & evidence

ORD record
ord-8145934da7204527b5b1b88475b2366a
Source dataset
uspto-grants-1989_10
Patent number
US04873255

Reaction notes

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