HCID 12914084, compound → HCID 12914091, compound

HRID 1074652Notes

Reaction equation

HRID 1074652 reaction equation
C([O:5][CH2:6][C@@H:7]([P:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:8][P:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C>FC(F)(F)C(O)=O>[C:10]1([P:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][C@H:7]([P:22]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:6][OH:5])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 12914084HCID 12914084, compound

Product 1

HCID 12914091HCID 12914091, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.2 g of (R)-1-t-butoxy-2,3-bis-(diphenylphosphino)propane (see Example 6) in 25 ml of anhydrous trifluoroacetic acid under argon atmosphere is stirred at room temperature for 14 hours. The trifluoroacetic acid is removed under reduced pressure. The residue is dissolved in 20 ml of dichloromethane, and washed with 5% sodium bicarbonate solution and then with water. The solvent is removed under reduced pressure and the residue is dried to yield 0.16 g of (R)-1,2-bis-(diphenylphosphino)propane-3-ol (see Formula (L) of Scheme 2) in the form of a sticky solid.

Workup

  1. customThe trifluoroacetic acid is removed under reduced pressure
  2. dissolutionThe residue is dissolved in 20 ml of dichloromethane
  3. washwashed with 5% sodium bicarbonate solution
  4. customThe solvent is removed under reduced pressure
  5. customthe residue is dried

Sources & evidence

ORD record
ord-05946cc4fad74d71a4f191ab72998e2f
Source dataset
uspto-grants-1983_07
Patent number
US04393240

Reaction notes

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