Iodine → 2-(3-Fluoroanilino)ethan-1-ol

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([NH:8][CH2:9][C:10](O)=[O:11])[CH:5]=[CH:6][CH:7]=1.[BH4-].[Na+].II>>[F:1][C:2]1[CH:3]=[C:4]([NH:8][CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 807Iodine

HCID 4311764Sodium borohydride

HCID 176057892-(3-Fluorophenylamino)acetic acid

Product 1

HCID 214692542-(3-Fluoroanilino)ethan-1-ol

Procedure

Similar procedure as described in example 31a) was used, starting from 3-fluorophenylglycine, sodium borohydride and iodine to give 3-fluoro-Phenylglycinol. LC-MS m/e 156 (MH+).

Sources & evidence

ORD record: ord-3ab4e02beb7c44688637b3f893ebdf91
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326786B2

Reaction notes

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