Water → tert-butyl 7-(benzyloxy)-2H-chromene-3-carboxylate

温度

155 °C

To a stirred solution of 4-benzyloxy-2-hydroxy benzaldehyde (11.41 g, 50 mmol) in NMP (30 ml) was added K2CO3 (13.0 g, 100 mmol) and heated to 155° C. under N2 atmosphere. t-Butyl acrylate (36.5 ml, 250 mmol) was divided into 4 portions (10, 10, 10 & 6.5 ml). First 10 ml was added to the reaction mixture and heated at 155° C. The rest were added after 2 hr intervals and the reaction mixture was heated for total of 8 hrs. The reaction mixture was cooled to room temperature and water (150 ml) was added. The product was extracted with 150 ml of ether. The ether layer was washed with water twice and dried. Ether layer was diluted with 50% hexanes and passed through a pad of silica (3 inch length and 4 inch diameter). The silica was washed with 50% ether/hexane mixture and the solvent was evaporated to give the product as pale yellow solid (13 g, 77%).

1. additionFirst 10 ml was added to the reaction mixture
2. temperatureheated at 155° C
3. additionThe rest were added after 2 hr intervals
4. temperaturethe reaction mixture was heated for total of 8 hrs
5. temperatureThe reaction mixture was cooled to room temperature
6. extractionThe product was extracted with 150 ml of ether
7. washThe ether layer was washed with water twice
8. customdried
9. additionEther layer was diluted with 50% hexanes
10. washThe silica was washed with 50% ether/hexane mixture
11. customthe solvent was evaporated

ORDレコード

ord-1530c88b49d249608f4c768f6c850877

出典データセット

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07446127B2