Dichloromethane → HCID 69082432, compound

HRID 1427171Notes

Reaction equation

HRID 1427171 reaction equation
[CH2:1]([OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N(CC)CC)C.C(Cl)Cl.[CH3:24][C:25]1[CH:38]=[C:37]2[C:28]([S:29][C:30]3[CH:31]=[C:32]([C:40](Cl)=[O:41])[CH:33]=[CH:34][C:35]=3[C:36]2=[O:39])=[CH:27][CH:26]=1>O>[CH2:1]([O:13][C:40]([C:32]1[CH:33]=[CH:34][C:35]2[C:36](=[O:39])[C:37]3[C:28]([S:29][C:30]=2[CH:31]=1)=[CH:27][CH:26]=[C:25]([CH3:24])[CH:38]=3)=[O:41])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 81931-DodecanolHCID 8471TriethylamineHCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Product 1

HCID 69082432HCID 69082432, compoundYield 49.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 g (8.06 mmoles) of dodecan-1-ol and 1.0 g (9.90 mmoles) of triethyl amine are added to a CH2Cl2 solution containing 2.26 g (7.41 mmoles) of 7-methyl 9-oxo-thioxanthene-3-carbonyl chloride. After approximately 1 hour at room temperature under stirring, the mixture is poured in water, the organic phase is separated and washed again with water. The organic phase is then separated, dehydrated and after purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 8:2) it is dried, obtaining 1.62 g (49.8%) of a yellow solid with the following spectral properties:

Workup

  1. customthe organic phase is separated
  2. washwashed again with water
  3. customThe organic phase is then separated
  4. customafter purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 8:2) it
  5. customis dried

Sources & evidence

ORD record
ord-281ae19b868141de8beb132e52557045
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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