Acetyl chloride → (1R,S) 1,2,2-trimethyl-1-acetyloxy-3-(3-methyl-2-butenyl)-cyclopentane

HRID 615845Notes

Reaction equation

HRID 615845 reaction equation
[CH3:1][C@@:2]1([OH:14])[CH2:6][CH2:5][C@@H:4]([CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])[C:3]1([CH3:13])[CH3:12].[C:15](Cl)(=[O:17])[CH3:16]>>[CH3:1][C@@:2]1([O:14][C:15](=[O:17])[CH3:16])[CH2:6][CH2:5][C@@H:4]([CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])[C:3]1([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 70473477(1R,S) 1,2,2-trimethyl-3-(3-methyl-2-butenyl)-cyclopentanol

Product 1

HCID 70473821(1R,S) 1,2,2-trimethyl-1-acetyloxy-3-(3-methyl-2-butenyl)-cyclopentane

Procedure

Using the procedure of Example 15, 2 g of (1R,S) 1,2,2-trimethyl-3-(3-methyl-2-butenyl)-cyclopentanol and 3 ml of acetyl chloride were reacted and the product was chromatographed over silica gel and was eluted with a 95-5 cyclohexane-ethyl acetate mixture to obtain 1.5 g of (1R,S) 1,2,2-trimethyl-1-acetyloxy-3-(3-methyl-2-butenyl)-cyclopentane.

Workup

  1. customwere reacted
  2. customthe product was chromatographed over silica gel
  3. washwas eluted with a 95-5 cyclohexane-ethyl acetate mixture

Sources & evidence

ORD record
ord-8f2b084c1b0b4227a8646c6fb96cea08
Source dataset
uspto-grants-1985_02
Patent number
US04501687

Reaction notes

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