Hydrochloric Acid → 4-Oxo-2-adamantyl chloromethyl ether

HRID 2239203

Reaction equation

[CH2:1]=[O:2].[O:3]=[C:4]1[CH:11]2[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:13][CH:5]1[CH:6]3O)[CH2:10]2.[ClH:15]>>[Cl:15][CH2:1][O:2][CH:10]1[CH:11]2[CH2:12][CH:7]3[CH2:6][CH:5]([CH2:13][CH:9]1[CH2:8]3)[C:4]2=[O:3]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 712Formaldehyde

HCID 5334354-Hydroxyadamantan-2-one2×

Product 1

HCID 231508604-Oxo-2-adamantyl chloromethyl ether

Procedure

Paraformaldehyde was added to 4-oxo-2-hydroxyadamantane, and a hydrogen chloride gas was injected at 2.5 equivalent amounts per this 4-oxo-2-hydroxyadamantane. Then, the reaction was conducted at a temperature of 50° C. for 12 hours. After the completion of the reaction, the product was distillated under reduced pressure so as to obtain 4-oxo-2-adamantyl chloromethyl ether (compound 1) represented by the following chemical formula (58).

Workup

customAfter the completion of the reaction

Sources & evidence

ORD record: ord-de9da7268278471faa1a361f851be596
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723007B2

Linked notes

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