Sodium borohydride → trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl alcohol

HRID 1198529

Reaction equation

HRID 1198529 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][C:10](/[CH:14]=[CH:15]/[C:16]3[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=3)[CH:19]=[O:20])=[N:11]2)=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][C:10](/[CH:14]=[CH:15]/[C:16]3[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=3)[CH2:19][OH:20])=[N:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 100173053-[(E)-2-(7-Chloroquinolin-2-yl)ethenyl]benzaldehyde

Product 1

HCID 10827738trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl alcohol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Solid sodium borohydride (2.5 g) was added in portions to a stirred suspension of crude 3-[2(E)-(7-chloroquinolin-2-yl)ethenyl]benzaldehyde (5.8 g) in methanol (200 ml). The mixture was filtered and the filtrate was concentrated to ca 70 ml and diluted with hot water to give crystals, m.p. 141° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated to ca 70 ml
  3. additiondiluted with hot water
  4. customto give crystals, m.p. 141° C.

Sources & evidence

ORD record
ord-79408cb9ec7d4ae1be7b3f1d54a7a93c
Source dataset
uspto-grants-1994_01
Patent number
US05281593

Linked notes

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