Diglyme → HCID 21269152, compound

HRID 1195031Notes

Reaction equation

HRID 1195031 reaction equation
[BH4-].[Na+].COCCOCCOC.Br[CH:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH2:17][O:16][C:15]2[CH:24]=[CH:25][C:26]([CH2:28][C:29]([O:31][CH3:32])=[O:30])=[CH:27][C:14]1=2>O>[CH:27]1[C:14]2[CH2:13][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH2:17][O:16][C:15]=2[CH:24]=[CH:25][C:26]=1[CH2:28][C:29]([O:31][CH3:32])=[O:30]

Participants

5

Reactant 3

HCID 8150DiglymeHCID 4311764Sodium borohydrideHCID 12330044HCID 12330044, compound

Product 1

HCID 21269152HCID 21269152, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 6.0 g. of sodium borohydride, 26 ml. of diglyme, 14 ml. of water, and 4.8 g. of methyl 6,11-dihydro-11-bromodibenz[b,e]oxepin-2-acetate is heated at 50° for one hour. Water is added and the mixture is extracted with ether. The ether extracts are dried with sodium sulfate, filtered, and concentrated in vacuo to provide methyl 6,11-dihydrodibenz[b,e]oxepin-2-acetate.

Workup

  1. additionA mixture of 6.0 g
  2. extractionthe mixture is extracted with ether
  3. dry with materialThe ether extracts are dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-47a0cd5bac0b4c1a8e7ce00791539aaf
Source dataset
uspto-grants-1989_03
Patent number
US04816591

Reaction notes

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