Water → HCID 69086260, compound

HRID 1427174Notes

Reaction equation

HRID 1427174 reaction equation
[CH2:1](O)[CH:2]=[CH2:3].C(N(CC)CC)C.C(Cl)Cl.[CH3:15][C:16]1[CH:29]=[C:28]2[C:19]([S:20][C:21]3[CH:22]=[C:23]([C:31](Cl)=[O:32])[CH:24]=[CH:25][C:26]=3[C:27]2=[O:30])=[CH:18][CH:17]=1.[OH2:34]>>[CH3:15][C:16]1[CH:29]=[C:28]2[C:19]([S:20][C:21]3[CH:22]=[C:23]([C:31]([O:32][CH2:3][CH:2]=[CH2:1])=[O:34])[CH:24]=[CH:25][C:26]=3[C:27]2=[O:30])=[CH:18][CH:17]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6344DichloromethaneHCID 7858Allyl AlcoholHCID 8471TriethylamineHCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Product 1

HCID 69086260HCID 69086260, compoundYield 52.6%

Procedure

1.13 g (19.4 mmoles) of prop-2-en-1-ol and 2.06 g (20.4 mmoles) of triethyl amine are added to the CH2Cl2 solution containing 5.34 g (18.5 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 dried after purification on a flash column (SiO2— eluent: CH2O2). 3.02 g (52.6%) of a yellow solid with the following spectral properties are obtained:

Workup

  1. customthe organic phase is separated
  2. washwashed again with water
  3. customThe organic phase is then separated
  4. customdried
  5. customafter purification on a flash column (SiO2— eluent: CH2O2)

Sources & evidence

ORD record
ord-cf85ec88f4804e518f3947e25c2df6d7
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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