Boron trifluoride etherate → 3-(4-Bromophenyl)propan-1-ol

温度

25 °C

Sodium borohydride (119.12 g) and THF (5 L) were charged into reactor 1 and temperature adjusted to −20° C. 3-(bromophenyl)propionic acid (1 kg) was charged into reactor 2 with THF (3 L) and stirred at 25° C. until all the solids dissolved. This solution in reactor 2 was transferred to reactor 1 maintaining reactor 1 contents at <0° C. BF3.Et2O (991.4 g) was slowly added into reactor 1 maintaining reactor 1 contents at −20 to −10° C. After addition, the mixture was stirred at −20 to −10° C. for 1 h. The reaction is analysed for completion (3-(bromophenyl)propionic acid <2.5%). Water (2 L) was slowly added into reactor 1 to quench the reaction. (gas evolution). MTBE (5 L) was charged into reactor 1 and phases separation was carried out. The upper layer was collected and lower layer was washed with MTBE (5 L). The upper layer was collected and combined with the layer from the previous step. Adjusted pH value of the organic layer to 8-9 by adding 1N NaOH solution. The organic layer was washed with saturated NaCl solution (2 L) and the upper layer was collected. The organic layer was evaporated down to a colourless oil.

1. customadjusted to −20° C
2. dissolutiondissolved
3. customThis solution in reactor 2 was transferred to reactor
4. customat <0° C
5. additionAfter addition
6. stirringthe mixture was stirred at −20 to −10° C. for 1 h
7. customto quench
8. customthe reaction
9. custom1 and phases separation
10. customThe upper layer was collected
11. washlower layer was washed with MTBE (5 L)
12. customThe upper layer was collected
13. additionAdjusted pH value of the organic layer to 8-9 by adding 1N NaOH solution
14. washThe organic layer was washed with saturated NaCl solution (2 L)
15. customthe upper layer was collected
16. customThe organic layer was evaporated down to a colourless oil

ORDレコード

ord-34040895c7734d0f8dcdc8093bf0d886

出典データセット

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08198285B2