Dichloromethane → HCID 20331144, compound

HRID 2057665Notes

Reaction equation

HRID 2057665 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]2[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=2)=[CH:5][CH:4]=1.C(Cl)Cl.[OH:35][CH:36]([CH2:41][CH3:42])[C:37]([O:39][CH3:40])=[O:38].C(N(CC)CC)C>CCOCC>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]2[CH:31]=[CH:30][C:26]([C:27]([O:35][CH:36]([C:37]([O:39][CH3:40])=[O:38])[CH2:41][CH3:42])=[O:28])=[CH:25][CH:24]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 520445Methyl 2-hydroxybutanoateHCID 20331330HCID 20331330, compound

Product 1

HCID 20331144HCID 20331144, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 10.0 g. 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoyl chloride hydrochloride in 200 ml. methylene chloride added dropwise a solution of 3 g. methyl α-hydroxybutyrate and 5 g. triethylamine in 100 ml. ether. After 17 hours stirring at room temperature, the precipitate is collected and washed with several portions of ether. The ether solution is washed with water, dried and evaporated to yield 1-(methoxycarbonyl)propyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoate as a white solid.

Workup

  1. customthe precipitate is collected
  2. washwashed with several portions of ether
  3. washThe ether solution is washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-0d64f2ae553c42cf99b467784b6ce809
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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