Borane → HCID 23464485, compound

HRID 444165Notes

Reaction equation

HRID 444165 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13](O)=[O:14])=[CH:12][C:7]=2[S:6][C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[NH:3]1.B.C(OCC)(=O)C>O1CCCC1.O>[OH:14][CH2:13][C:11]1[CH:10]=[CH:9][C:8]2[C:2](=[O:1])[NH:3][C:4]3[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=3[S:6][C:7]=2[CH:12]=1

Participants

6

Reactant 3

HCID 6331BoraneHCID 8857Ethyl AcetateHCID 1301392310,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid

Product 1

HCID 23464485HCID 23464485, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

Dissolve 5.1 gm. of 10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid in 100 cc. of tetrahydrofuran and add 35 cc. of 1 M borane in tetrahydrofuran at room temperature under a nitrogen atmosphere. Stir the mixture at room temperature for 3 hours. Slowly dilute the reaction mixture with water and then with ethyl acetate. Wash with aqueous sodium chloride, dry and evaporate to an oil.

Workup

  1. dissolutionDissolve 5.1 gm
  2. customat room temperature
  3. washWash with aqueous sodium chloride
  4. customdry
  5. customevaporate to an oil

Sources & evidence

ORD record
ord-ed5bbe5741594ef5b67baad05c38efcb
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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