Hydrochloric Acid → HCID 53687196, compound

HRID 262736Notes

Reaction equation

HRID 262736 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][C@H:7]3[NH:18][CH2:17][CH2:16][C@@:13]4([C:14]=2[CH:15]=1)[C@H:8]3[CH2:9][CH2:10][O:11][CH2:12]4.C(N(CC)CC)C.[CH:26]1([C:29](Cl)=[O:30])[CH2:28][CH2:27]1.Cl>C(Cl)Cl>[CH:26]1([C:29]([N:18]2[CH2:17][CH2:16][C@@:13]34[C:14]5[CH:15]=[C:2]([OH:1])[CH:3]=[CH:4][C:5]=5[CH2:6][C@@H:7]2[C@@H:8]3[CH2:9][CH2:10][O:11][CH2:12]4)=[O:30])[CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 53913723HCID 53913723, compound

Product 1

HCID 53687196HCID 53687196, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The product XXXI of Step (a) (0.005 m) and triethylamine (1.5 ml) in methylene chloride (30 ml) is treated with a solution of cyclopropylcarbonyl chloride (0.0055 m) in methylene chloride (5 ml). After stirring for 2 hours the mixture is treated with dilute hydrochloric acid. The layers are separated, the methylene chloride layer is washed with water, and the aqueous layers are extracted with two more portions of methylene chloride. The combined methylene chloride layers are dried (MgSO4), filtered and concentrated to give the title product.

Workup

  1. customThe layers are separated
  2. washthe methylene chloride layer is washed with water
  3. extractionthe aqueous layers are extracted with two more portions of methylene chloride
  4. dry with materialThe combined methylene chloride layers are dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ffd19eab32ef4b09b4950864c9b9312e
Source dataset
uspto-grants-1979_05
Patent number
US04154932

Reaction notes

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