Tetrahydrofuran → HCID 21242147, compound

HRID 1761657Notes

Reaction equation

HRID 1761657 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[CH:11][C:12](OCC)=O)[CH2:8]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:23]1CCCC1>>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[C:11]([OH:23])[CH3:12])[CH2:8]2

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 600028HCID 600028, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21242147HCID 21242147, compound

Procedure

Ethyl adamantylideneacetate (7) (31 g) in tetrahydrofuran (50 cm3) was added dropwise to a suspension of lithium aluminium hydride (5.2 g) in tetrahydrofuran (30 cm3). When the addition was complete, the reaction 0° C., allowed to warm up to room temperature and poured onto crushed ice. Work up gave the alcohol (8) (8.8 g) as a colourless oil which partially crystallised.

Workup

  1. additionWhen the addition
  2. customthe reaction 0° C.
  3. additionpoured
  4. customonto crushed ice

Sources & evidence

ORD record
ord-894e085201d34f1c8a758eba1ae9b331
Source dataset
uspto-grants-1989_05
Patent number
US04826977

Reaction notes

Loading…