1-(Dimethoxymethyl)-4-(2-methoxypropan-2-yl)benzene → 116473-61-1

HRID 1194579Notes

Reaction equation

C[O:2][CH:3](OC)[C:4]1[CH:9]=[CH:8][C:7]([C:10]([O:13][CH3:14])([CH3:12])[CH3:11])=[CH:6][CH:5]=1>O>[CH3:14][O:13][C:10]([C:7]1[CH:6]=[CH:5][C:4]([CH:3]=[O:2])=[CH:9][CH:8]=1)([CH3:12])[CH3:11]

Participants

Conditions

Temperature: 87 °C

Procedure

4-(1-Methoxy-1-methylethyl)benzaldehyde dimethyl acetal (1.8 kg) and water (1.8 kg) are heated in a stirred flask for about 1 h under reflux at 87° C. The mixture is cooled to about 25° C., and the two phases are separated. The organic phase is distilled with a head pressure of 4 mbar and head temperature of 105°-108° C. 4-(1-Methoxy-1-methylethyl)benzaldehyde (1314.6 g) is obtained. HNMR: (CH3)2C-- 1.55 ppm (s), --OCH3 3.1 ppm (s), ArH 7.6 ppm (d), 7.90 ppm (d), --CHO 10.0 ppm (s). nD25 =1.5264. The yield is 97.3%.

Workup

temperatureThe mixture is cooled to about 25° C.
customthe two phases are separated
distillationThe organic phase is distilled with a head pressure of 4 mbar and head temperature of 105°-108° C

Sources & evidence

ORD record: ord-d98266688f584d468bc6b5cc63be01d2
Source dataset: uspto-grants-1989_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04814510

Reaction notes

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