4-(Bromomethyl)benzoic acid → HCID 11820034, compound

HRID 1485109Notes

Reaction equation

BrCC1C=CC(C(O)=O)=CC=1.Cl.CNOC.[CH:17]1([CH2:20][C:21]([OH:23])=O)[CH2:19][CH2:18]1.[NH:24]1[CH2:29][CH2:28][CH:27]([CH2:30][OH:31])[CH2:26][CH2:25]1>>[CH:17]1([CH2:20][C:21]([N:24]2[CH2:29][CH2:28][CH:27]([CH2:30][OH:31])[CH2:26][CH2:25]2)=[O:23])[CH2:18][CH2:19]1

Participants

Reactant 4

HCID 225994-(Bromomethyl)benzoic acid

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)

HCID 138440Cyclopropaneacetic acid

HCID 4207714-Piperidinemethanol

Product 1

HCID 11820034HCID 11820034, compoundYield 73%

Procedure

Instead of 4-(bromomethyl)benzoic acid and N,O-dimethylhydroxylamine hydrochloride, cyclopropylacetic acid (869 mg) and 4-piperidinemethanol (1.00 g) were respectively used and treated by the same technique as in Reference Example 16-1(1) to give the titled compound as a colorless oil (1.25 g).

Workup

additiontreated by the same technique as in Reference Example 16-1(1)

Sources & evidence

ORD record: ord-ee283096b1f04e8e9a922ab8fef78a90
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09422240B2

Reaction notes

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