4-Hydroxybenzaldehyde → 4-[9-(4-Formylphenoxy)nonoxy]benzaldehyde

HRID 263529Notes

Reaction equation

CN(C)[CH:3]=[O:4].Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]Br.[OH:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.[C:26](=[O:29])([O-])[O-].[K+].[K+]>O>[CH:22]([C:21]1[CH:24]=[CH:25][C:18]([O:17][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:29][C:26]2[CH:11]=[CH:10][C:9]([CH:3]=[O:4])=[CH:8][CH:7]=2)=[CH:19][CH:20]=1)=[O:23]

Participants

Conditions

Temperature: 90 °C

Procedure

Dimethylformamide (150 ml) was added to 21.3 g of 1,9-dibromononane, 19.8 g of 4-hydroxybenzaldehyde and 21.7 g of potassium carbonate, and the mixture was stirred at 90° C. for 1.5 hours. The reaction mixture was cooled to room temperature and poured into water, and the thus formed precipitate was washed with water and then dried under a reduced pressure to obtain 26.9 g of 1,9-bis(4-formylphenoxy)nonane.

Workup

temperatureThe reaction mixture was cooled to room temperature
washthe thus formed precipitate was washed with water
customdried under a reduced pressure

Sources & evidence

ORD record: ord-3beb501c230348139205e76e16e0d079
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05643931

Reaction notes

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