Perchloric Acid → HCID 12824096, compound

HRID 2412845Notes

Reaction equation

HRID 2412845 reaction equation
[OH:1][C:2]1[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=[C:30]([CH3:38])[C:3]=1[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=O.Cl(O)(=O)(=O)=O>C(O)(=O)C.[Pd]>[OH:1][C:2]1[C:33]([O:34][CH3:35])=[C:32]([O:36][CH3:37])[CH:31]=[C:30]([CH3:38])[C:3]=1[CH2:4][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27]

Participants

5

Reactant 2

HCID 24247Perchloric AcidHCID 12824097Methyl 21-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)heneicosanoate

Product 1

HCID 12824096HCID 12824096, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of methyl 21-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)heneicosanoate in acetic acid is added perchloric acid and catalytic reduction is carried out with 5% palladium-on-carbon. The reaction mixture is worked up as in the corresponding step of Reference Example 2 and the resultant product is recrystallized from ethanol. The above procedure yields methyl 22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoate as colorless needles, m.p. 71° C.-72.5° C.

Workup

  1. customthe resultant product is recrystallized from ethanol

Sources & evidence

ORD record
ord-cbcfcb06645f4bf4a81500cf0953dc3c
Source dataset
uspto-grants-1985_01
Patent number
US04495104

Reaction notes

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