Acetic Anhydride → Acetic acid 7-(tert-butyl-dimethyl-silanyloxy)-hept-2-ynyl ester

HRID 406802Notes

Reaction equation

HRID 406802 reaction equation
[C:1]([Si:5]([CH3:16])([CH3:15])[O:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][CH2:13][OH:14])([CH3:4])([CH3:3])[CH3:2].[C:17](OC(=O)C)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:1]([Si:5]([CH3:16])([CH3:15])[O:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][CH2:13][O:14][C:17](=[O:19])[CH3:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 111725557-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol

Product 1

HCID 86593935Acetic acid 7-(tert-butyl-dimethyl-silanyloxy)-hept-2-ynyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol 27 (4.507 g, 21 mmol) in pyridine (20 mL) was treated with acetic anhydride (3.0 mL, 31.8 mmol). After 18 h, the solvent was evaporated and the residue co-evaporated with toluene. The residue was used directly in the next step.

Workup

  1. customthe solvent was evaporated

Sources & evidence

ORD record
ord-42a6b61595b7438db7b578a60adafa1c
Source dataset
uspto-grants-2014_06
Patent number
US08754122B2

Reaction notes

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