Benzenemethanol, 3-(2-quinolinylmethoxy)- → 2-(3-Chloromethylphenoxy)methylquinoline

Reaction equation

[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]O.[Cl:21]C1C=C2C(C=CC(COC3C=CC(CO)=CC=3)=N2)=CC=1>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][Cl:21]

Participants

Reactant 2

HCID 14650410Benzenemethanol, 3-(2-quinolinylmethoxy)-

HCID 537401334-(7-Chloroquinolin-2-ylmethoxy)benzyl alcohol

Product 1

HCID 145017062-(3-Chloromethylphenoxy)methylquinolineYield 72%

Procedure

The procedure from Example 6, part B was used except 3-(quinolin-2-ylmethoxy)benzyl alcohol was substituted for 4-(7-chloroquinolin-2-ylmethoxy)benzyl alcohol. The intermediate was obtained in 72% yield: mp 39°-43° C.

Workup

customThe intermediate was obtained in 72% yield

Sources & evidence

ORD record: ord-3d167a1e51a64edb81a0a6863312ee2c
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05622969

Reaction notes

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