Boron tribromide → HCID 20334249, compound

HRID 262208Notes

Reaction equation

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

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 3007350HCID 3007350, compound

Product 1

HCID 20334249HCID 20334249, compound

Procedure

It is further contemplated that 4-[4-(4-methoxybenzyl)cyclohexylmethyl]heptane-3,5-dione can be demethylated with boron tribromide according to the procedure of Example 2 to give 4-[4-(4-hydroxybenzyl)cyclohexylmethyl]heptane-3,5-dione [II; Ar is 4-HOC6H4, Y' is CH2, R is C2H5 ].

Sources & evidence

ORD record: ord-298d24fce11f4b58868bbd7ff93de7ac
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04153719

Reaction notes

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