Sodium hydride → HCID 14257862, compound

HRID 1030810Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[H-].[Na+].[C:14]([Si:20](Cl)([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])([CH3:16])[CH3:15]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][O:11][Si:20]([CH3:22])([CH3:21])[C:14]([CH3:16])([CH3:15])[CH:17]([CH3:19])[CH3:18])=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 74654Benzeneacetic acid, 4-bromo-

HCID 144239Dimethylthexylsilyl chloride

Product 1

HCID 14257862HCID 14257862, compound

Procedure

This intermediate (hereinafter "intermediate A") was prepared in two steps. 4-Bromophenylacetic acid underwent diborane (B2H6) reduction. A solution of the resulting alcohol then underwent silylation with sodium hydride (NaH) and thexyl dimethyl silyl chloride.

Sources & evidence

ORD record: ord-ca5f9dd93a354df8be11015e1ab5c8f3
Source dataset: uspto-grants-1992_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05106991

Reaction notes

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