1,2-Dichloroethane → HCID 68873954, compound

HRID 2111973Notes

Reaction equation

HRID 2111973 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:22]=[CH:21][CH:20]=[CH:19][C:6]=1[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=O)[CH:12]=[CH:13][CH:14]=1)=[O:4].[CH2:23]([NH:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(Cl)CCl.Cl>C(Cl)Cl.CN(C1C=CN=CC=1)C.O>[CH2:30]([N:29]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:16](=[O:18])[CH2:15][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[O:8][CH2:7][C:6]1[CH:19]=[CH:20][CH:21]=[CH:22][C:5]=1[C:3]([O:2][CH3:1])=[O:4])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

8

Reactant 4

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 485395Benzenemethanamine, N-hexyl-HCID 68872970(3-{[2-(Methoxycarbonyl)benzyl]oxy}phenyl)acetic acid

Product 1

HCID 68873954HCID 68873954, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

(3-{[2-(Methoxycarbonyl)benzyl]oxy}phenyl)acetic acid (60 mg, 0.2 mmol) was dissolved in DCM (2 ml), N-hexylbenzylamine (46 mg, 0.24 mmol) was added, then EDC (46 mg, 0.24 mmol) was added and then DMAP (29.3 mg, 0.24 mmol) was added. The mixture was stirred at room temperature overnight. 1% hydrochloric acid (1 ml) and water (1 ml) were added into the mixture. The two phases were separated by using a Whatman Filter Tube. The obtained organic portion was evaporated in vacuum and 59 mg crude oil product was left. It was then used directly in next step.

Workup

  1. customThe two phases were separated
  2. filtrationFilter Tube
  3. customThe obtained organic portion was evaporated in vacuum and 59 mg crude oil product
  4. waitwas left

Sources & evidence

ORD record
ord-773370379490479681c9b8724b38bbad
Source dataset
uspto-grants-2009_04
Patent number
US07521461B2

Reaction notes

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