Hydrochloric Acid → HCID 12881468, compound

HRID 647047Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[C:6]([CH3:12])[C:7](=[O:11])[C:8]=1[O:9][CH3:10].Cl.[CH3:27]O>>[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH3:27])=[O:23])=[C:6]([CH3:12])[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 10020898Idebenone acid

Product 1

HCID 12881468HCID 12881468, compound

Procedure

2,3-Dimethoxy-5-methyl-6-(9'-carboxynonyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=8, in the free form) (4 parts) was esterified with methanol (500 volume parts) saturated with hydrogen chloride gas in a manner similar to that described in Example 13. The procedure provided 2,3-dimethoxy-5-methyl-6-(9'-methoxycarbonylnonyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=8, in the form of methyl ester) (4.2 parts) as orange-colored needles melting at 37°-37.5° C.

Sources & evidence

ORD record: ord-73bfd2fb84b14c8dae0ee65e7626829c
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04407757

Reaction notes

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