Chlorodimethylsilane → Benzyl 5-(chlorodimethylsilyl)pentanoate

HRID 530134

Reaction equation

HRID 530134 reaction equation
[Cl:1][SiH:2]([CH3:4])[CH3:3].[C:5]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:10])[CH2:6][CH2:7][CH:8]=[CH2:9]>>[Cl:1][Si:2]([CH3:4])([CH3:3])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]([O:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:10]

Participants

3

Reactant 2

HCID 66108ChlorodimethylsilaneHCID 100520354-Pentenoic acid, phenylmethyl ester

Product 1

HCID 90417974Benzyl 5-(chlorodimethylsilyl)pentanoate

Conditions

Temperature
60 °C

Procedure

To a mixture of chlorodimethylsilane (0.730 g; 6.57 mmol) and benzyl pent-4-enoate (1.25 g; 6.57 mmol) under argon was added one drop of Karstedt's catalyst solution (in xylenes; ˜2% Pt). The reaction vessel was sealed and the mixture was heated to 60° C. for 13.5 hours. The crude liquid was used without purification.

Workup

  1. customThe reaction vessel was sealed
  2. customThe crude liquid was used without purification

Sources & evidence

ORD record
ord-8f257ecde9994d4b96cd6c2c43e51915
Source dataset
uspto-grants-2016_05
Patent number
US09352049B2

Linked notes

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