Isovaleryl chloride → Isovaleric acid 1-cyclohexyl-3-buten-2(S)-yl ester

HRID 1085662Notes

Reaction equation

HRID 1085662 reaction equation
[CH:1]1([CH2:7][C@H:8]([OH:11])[C:9]#[CH:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:12]1([CH2:18][C@H:19]([OH:22])C=C)[CH2:17]CCC[CH2:13]1.C(Cl)(=O)CC(C)C>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[CH:1]1([CH2:7][C@H:8]([O:11][C:19](=[O:22])[CH2:18][CH:12]([CH3:17])[CH3:13])[CH:9]=[CH2:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 66054Isovaleryl chlorideHCID 142611041-cyclohexyl-3-buten-2(S)-olHCID 14261110HCID 14261110, compound

Product 1

HCID 14261112Isovaleric acid 1-cyclohexyl-3-buten-2(S)-yl ester

Reagents, catalysts & solvents 1

HCID 131709914Lindlars catalystCatalyst

Procedure

1-Cyclohexyl-3-butyn-2(S)-ol is reduced by partial hydrogenation in the presence of Lindlar catalyst to 1-cyclohexyl-3-buten-2(S)-ol and reacted analogously to Example 5 with isovaleric acid chloride.

Sources & evidence

ORD record
ord-18b9cc1a3c424ebb9341fea78b778967
Source dataset
uspto-grants-1991_04
Patent number
US05010189

Reaction notes

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