Sodium Bicarbonate → HCID 53794764, Verbindung

Temperatur

0 °C

A stirred suspension of [3-(1-methoxy-1-methylethoxy)propyl](triphenylphosphonium)bromide (4 g) in dry THF (25 ml) at 0° C. was heated with butyl lithium (5.28 ml) and the mixture stirred at 0° C. for 10 min. 3,5-Bis(phenylmethoxy)benzaldehyde (2.24 g) in dry THF (15 ml) was added and the mixture stirred for a further 45 min at room temperature under nitrogen, diluted with ER (100 ml) and filtered through silica (20 g) twice. The filtrate was evaporated in vacuo to give a yellow oil which was dissolved in a mixture of THF (50 ml), water (5 ml) and 2M hydrochloric acid (1 ml) and left at room temperature for 30 min. The mixture was basified with sodium bicarbonate solution and extracted with ER (200 ml). The organic phase was washed with water (150 ml), brine (100 ml), dried and evaporated in vacuo to give a yellow oil. Purification by FCC eluting with ER-CX (3:2) gave a colourless oil (1.48 g). T.l.c. (ER-CX 3:1) Rf 0.26

1. stirringthe mixture stirred for a further 45 min at room temperature under nitrogen
2. additiondiluted with ER (100 ml)
3. filtrationfiltered through silica (20 g) twice
4. customThe filtrate was evaporated in vacuo
5. customto give a yellow oil which
6. waitleft at room temperature for 30 min
7. extractionextracted with ER (200 ml)
8. washThe organic phase was washed with water (150 ml), brine (100 ml)
9. customdried
10. customevaporated in vacuo
11. customto give a yellow oil
12. customPurification by FCC
13. washeluting with ER-CX (3:2)

ORD-Eintrag

ord-004c6c7d24d5455488fd82eeb388077e

Quelldatensatz

uspto-grants-1988_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04730008