Dicyclohexylamine → HCID 20484346, compound

HRID 647906Notes

Reaction equation

[CH:1]([C:3]1[C:16]([OH:17])=[CH:15][CH:14]=[CH:13][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:2].[CH:18]1([NH:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(OCC)(=O)C>[CH:1]([C:3]1[C:16]([OH:17])=[CH:15][CH:14]=[CH:13][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O-:12])=[O:11])=[O:2].[CH:25]1([NH2+:24][CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

Conditions

Temperature: 0 °C

Procedure

5-(2-Formyl-3-hydroxyphenoxy)pentanoic acid (119 mg, 0.5 mM) was dissolved in ethyl acetate (5 ml) and cooled to 0° C. under nitrogen with stirring. Dicyclohexylamine (0.11 ml, 100 mg, 0.55 mM) was then added and the mixture stirred at 0° C. (1/2 hr) under nitrogen. The precipitated solid was then filtered off and washed with ethyl acetate to give dicyclohexylammonium 5-(2-formyl-3-hydroxyphenoxy)pentanoate, 0.25 hydrate, m.p. 114°-115° C.

Workup

stirringthe mixture stirred at 0° C. (1/2 hr) under nitrogen
filtrationThe precipitated solid was then filtered off
washwashed with ethyl acetate

Sources & evidence

ORD record: ord-2ef85bb7633042c488887d0c5083c099
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04410537

Reaction notes

Loading…