反应 #834451

ord-bc91680931e64c7bb7577bc81841648c

反应方程式

O=C(O)Cc1ccc2c(c1)OCO2
3,4-(methylenedioxy)phenylacetic acid
O=C(O)Cc1ccc2c(c1)OCO2
Intermediate D1
O=C(O)Cc1ccc2c(c1)OCO2
3,4-(methylenedioxy)phenylacetic acid
C1CCOC1
THF
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
O=C([O-])[C@H](O)[C@@H](O)C(=O)[O-].[K+].[Na+]
Rochelle's salt
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LiAlH4
OCCc1ccc2c(c1)OCO2
2-benzo[1,3]dioxol-5-yl-ethanol

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他to quench the reaction mixture
  2. 2
    萃取The aqueous layer was extracted with ether (3×100 mL)
  3. 3
    干燥The combined organic fractions were dried over MgSO4
  4. 4
    过滤filtered
  5. 5
    其他evaporated

实验过程

A solution of 3,4-(methylenedioxy)phenylacetic acid (Intermediate D1) (commercially available from Aldrich) (2 g, 11 mmol) in diethyl ether (40 mL) and THF (60 mL) was treated with lithium aluminum hydride: LiAlH4 (24 mL, 1 M in ether) at rt for 16 h. Rochelle's salt solution was added to quench the reaction mixture. The aqueous layer was extracted with ether (3×100 mL). The combined organic fractions were dried over MgSO4, filtered and evaporated to give 1.8 g of 2-benzo[1,3]dioxol-5-yl-ethanol (Intermediate D2) that was sufficiently pure to be used in the next synthetic step.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07396849B2uspto-grants-2008_07