Sodium borohydride → HCID 20252401, compound

HRID 638490Notes

Reaction equation

HRID 638490 reaction equation
[N+:1]([C:4]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:5]=1[O:6][C:7]1[CH:23]=[CH:22][C:10]([O:11][CH:12]([CH3:21])[C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)([O-:3])=[O:2].[BH4-].[Na+]>C(O)C.C(Cl)Cl>[N+:1]([C:4]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:5]=1[O:6][C:7]1[CH:23]=[CH:22][C:10]([O:11][CH:12]([CH3:21])[CH:13]([OH:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 20252423HCID 20252423, compound

Product 1

HCID 20252401HCID 20252401, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 4-[4-(2-nitro-4-chlorophenoxy)phenoxy]-3-oxopentanoate (600 mg) in absolute ethanol (10 ml) is added at 0°, NaBH4 (300 mg). After addition is complete, the reaction mixture is stirred for about 20 minutes. Then the solution is taken up in CH2Cl2, washed with brine, dried and evaporated to give ethyl 4-[4-(2-nitro-4-chlorophenoxy)phenoxy]-3-hydroxypentanoate.

Workup

  1. additionAfter addition
  2. washwashed with brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-22ac34d6e0fa4738ad4e344272734ed6
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

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