Methylamine → 2-(4-benzyloxy-phenoxy)-N-methyl-acetamide

Reaction equation

[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][C:15](O)=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN.[C:22](N1C=CN=C1)([N:24]1C=CN=C1)=O>>[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][C:15]([NH:24][CH3:22])=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 6329Methylamine

HCID 682631,1'-Carbonyldiimidazole

HCID 563696(4-(Phenylmethoxy)phenoxy)acetic acid

Product 1

HCID 115436062-(4-benzyloxy-phenoxy)-N-methyl-acetamide

Procedure

In analogy to the procedure described in Example 1c), the (4-benzyloxy-phenoxy)-acetic acid was reacted with methylamine using 1,1′-carbonyl-diimidazole as the condensation reagent. 2-(4-benzyloxy-phenoxy)-N-methyl-acetamide was obtained as white crystals; MS: m/e=272 (M+H)+.

Sources & evidence

ORD record: ord-e56e0f4e2d8a43afbd9ee36237eb7aa9
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07253318B2

Reaction notes

Loading…