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[ CAS No. 532967-21-8 ]

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Chemical Structure| 532967-21-8
Chemical Structure| 532967-21-8
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CAS No. :532967-21-8 MDL No. :MFCD07772042
Formula : C7H4F2O2 Boiling Point : 252.6°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :158.10 g/mol Pubchem ID :24903548
Synonyms :

Safety of [ 532967-21-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 532967-21-8 ]

  • Upstream synthesis route of [ 532967-21-8 ]
  • Downstream synthetic route of [ 532967-21-8 ]

[ 532967-21-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 68-12-2 ]
  • [ 532967-21-8 ]
YieldReaction ConditionsOperation in experiment
97%
Stage #1: With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.5 h;
Stage #2: at -78℃; for 1.5 h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; cyclohexane at 20℃; for 12 h;
Intermediate 20; 4-hydroxy-2,6-difluorobenzaldehyde. Sec-BuLi (1.3M solution in cyclohexane, 53 mL, 69.3 mmol) was added slowly at -780C to a solution of intermediate 19, 1-(ferf- butyldimethylsilyl)oxy-3,5-difluorobenzene (15.3 g, 62.6 mmol) and TMEDA (10.5 mL, 69.3 mmol) in THF (200 mL) and the mixture was stirred at the same temperature for 30 min. DMF (5.33 mL, 69.3 mmol) was added to the mixture at -780C, and the mixture was stirred at the same temperature for 1.5h. Then 10percent aqueous HCI was added to attain pH~4-5 (200 mL),USERS\\DOCS\\LA21952\\LPJWA\\5D2T011.DOC / 250229 / PC32528.JWA Foreign Filing 04-27-06 EPO <DP n="138"/>and then the reaction mixture was stirred at RT for 12h. The aqueous layer was extracted with EtOAc (200 mL). The organic layer was separated. The organic layer was washed with sat. NaHCO3, then H2O was added, HCI was added to attain pH~3-4, the organic layer was separated, washed with brine, dried with Na2SO4 and evaporated in vacuo to give the title compound (9.7 g, 97percent, 61.3 mmol) as a white solid. 1 H NMR data (dmso-d6): 11.54 (br.s, 1 H, OH), 10.00 (s, 1H, CHO), 6.50 - 6.57 (m, 2H, H-Ar).
Reference: [1] Patent: WO2006/136924, 2006, A1, . Location in patent: Page/Page column 136-137
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