Chloroacetyl chloride → HCID 86623687, compound

HRID 564087Notes

Reaction equation

HRID 564087 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][CH:8]2[S:11][CH:12]=[CH:13][CH:7]2[CH2:6]1.[Cl:18][CH2:19][C:20](Cl)=[O:21].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:18][CH2:19][C:20]([C:12]1[S:11][CH:8]2[CH:7]([CH2:6][N:5]([CH2:4][C:3]3[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=3[Cl:1])[CH2:10][CH2:9]2)[CH:13]=1)=[O:21]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 67007542HCID 67007542, compound

Product 1

HCID 86623687HCID 86623687, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
70 °C

Procedure

To 10.0 g (33.3 mmol) 5-(2-chloro-benzyl)-3a,4,5,6,7,7a-hexahydro-thieno[3,2-c]pyridine is added 3.18 mL (40.0 mmol) chloro-acetyl chloride and then 8.88 g (66.6 mmol) aluminium(III)-chloride. The reaction mixture is stirred 1 h at 70° C. and then a water-ice mixture is added followed by DCM. The formed precipitate is collected and dried.

Workup

  1. customThe formed precipitate is collected
  2. customdried

Sources & evidence

ORD record
ord-1a3dab9bbde74b319e78d89b69a710cc
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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