(2R)-1,1-diphenyl-pent-4-ene-2-ol → (2R)-1,1-Diphenyl-2-Allyloxy-Pent-4-en

HRID 606996Notes

Reaction equation

HRID 606996 reaction equation
C1(C(C2C=CC=CC=2)[C@H](O)CC=C)C=CC=CC=1.[C:19]1([CH:25]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C@@H:26]([O:30][CH2:31][CH:32]=[CH2:33])[CH2:27][CH:28]=[CH2:29])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CO>[C:34]1([CH:25]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C@H:26]([O:30][CH2:31][CH:32]=[CH2:33])[CH2:27][CH:28]=[CH2:29])[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

4

Reactant 2

HCID 11299399(2R)-1,1-diphenyl-pent-4-ene-2-olHCID 11323419(2S)-1,1-Diphenyl-2-Allyloxy-Pent-4-en

Product 1

HCID 11460133(2R)-1,1-Diphenyl-2-Allyloxy-Pent-4-en

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2R)-1,1-diphenyl-pent-4-en-2-ol 25b (0.42 g, 1.75 mmol) was reacted with allyl bromide (0.63 g, 5.25 mmol) (Procedure B) to yield (2R)-1,1-Diphenyl-2-Allyloxy-Pent-4-en 26b, 0.43 g (87%, [α]D=(−)20, c=1, MeOH). The 1HNMR and 13CNMR were identical with (2R)-1,1-diphenyl-2-alluloxy-pent-4-en shown above.

Sources & evidence

ORD record
ord-c75c1eb0f4ec474c9aa4df54eaa517a8
Source dataset
uspto-grants-2011_03
Patent number
US07915433B2

Reaction notes

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