Ammonium Hydroxide → HCID 54118004, compound

HRID 324845Notes

Reaction equation

[C:1]1([C:7]2[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(=O)[CH:16]([CH3:18])[CH3:17].[OH-].[NH4+:27]>>[CH:16]([C:15]1[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:11]([C:10]2[CH:13]=[CH:14][C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:8][CH:9]=2)[C:8]([CH:7]=[CH:1][CH2:2][CH2:3][CH3:4])=[C:9]([CH:10]([CH3:13])[CH3:11])[N:27]=1)([CH3:18])[CH3:17]

Participants

Reactant 3

HCID 14923Ammonium Hydroxide

HCID 76689(1,1'-Biphenyl)-4-carboxaldehyde

HCID 81583Ethyl isobutyrylacetate

Product 1

HCID 54118004HCID 54118004, compound

Procedure

Prepared from 4-phenylbenzaldehyde, ethyl isobutyrylacetate and concentrated ammonium hydroxide by the procedures described in Example 125, Steps A-E. 1H NMR (300 MHz, CDCl3): δ 0.73 (t, J=7.4 Hz, 3 H), 0.93 (t, J=7.0 Hz, 3 H), 1.10-1.40 (m, 14 H), 1.97 (tdd, J=7.0, 7.0, 1.1 Hz, 2 H), 3.10 (m, 1 H), 3.45 (m, 1 H), 4.0 (q, J=7.4 Hz, 2 H), 5.40 (m, 1 H), 6.10 (dt, J=16.2, 1.1 Hz, 1 H), 7.20-7.70 (m, 9 H). mp 104-106° C.

Sources & evidence

ORD record: ord-677fc71f93154ecca355c1b24cc3240a
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06218431B1

Reaction notes

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