Water → HCID 67815172, compound

HRID 2172548Notes

Reaction equation

HRID 2172548 reaction equation
[Cl:1][C:2]1[S:3][C:4]2[CH2:10][CH2:9][CH2:8][C:7](=O)[C:5]=2[CH:6]=1.C([SiH](CC)CC)C.O>ClCCl>[Cl:1][C:2]1[S:3][C:4]2[CH2:10][CH2:9][CH2:8][CH2:7][C:5]=2[CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 12052TriethylsilaneHCID 23094148HCID 23094148, compound

Product 1

HCID 67815172HCID 67815172, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

111 g (594 mmol) of 2-chloro-6,7-dihydro-1-benzothiophen-4(5H)-one together with 414 g (3.57 mol) of triethylsilane are initially charged in 1.25 ml of dichloromethane, and 506 g (3.57 mol) of boron trifluoride/ether complex are added at room temperature. The reaction mixture is stirred at room temperature for 84 h and then added to water. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. This gives 90.0 g of 2-chloro-4,5,6,7-tetrahydro-1-benzothiophene.

Workup

  1. addition506 g (3.57 mol) of boron trifluoride/ether complex are added at room temperature
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c95fc81ca8844266ab55743727c88536
Source dataset
uspto-grants-2015_06
Patent number
US09055743B2

Reaction notes

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